Standard Article

Copper-Mediated and Copper-Catalyzed Addition and Substitution Reactions of Extended Multiple Bond Systems

Organocopper Compounds (2009)

  1. Norbert Krause,
  2. Özge Aksin-Artok

Published Online: 17 JAN 2011

DOI: 10.1002/9780470682531.pat0450

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Krause, N. and Aksin-Artok, Ö. 2011. Copper-Mediated and Copper-Catalyzed Addition and Substitution Reactions of Extended Multiple Bond Systems. Patai's Chemistry of Functional Groups. .

Author Information

  1. Dortmund University of Technology, Organic Chemistry II, Dortmund, Germany

Publication History

  1. Published Online: 17 JAN 2011

Chemistry Terms

Choose one or more boxes to highlight terms.

Abstract

  • 1
    Introduction
  • 2
    Copper-Mediated and Copper-Catalyzed Addition Reactions to Extended Michael Acceptors
  • 3
    Copper-Mediated and Copper-Catalyzed Substitution Reactions of Extended Substrates
  • 4
    Conclusion

Keywords:

  • copper-mediated and copper-catalyzed addition and substitution reactions of extended multiple bond systems;
  • copper-mediated and copper-catalyzed addition reactions to extended Michael acceptors;
  • acceptor-substituted dienes;
  • acceptor-substituted enynes;
  • regioselectivity of cuprate addition to acceptor-substituted enynes;
  • copper-mediated and copper-catalyzed substitution reactions of extended substrates;
  • stereoselective substitution reactions of chiral dienyl electrophiles;
  • organometallic compounds in regio- and stereoselective transformations of substrates

Featured Compounds

VIEW

  1. 1 - 74
Compound 1
Molecular Weight:126.1531
Molecular Formula:C7H10O2
InChIKey:MOJNQUDSDVIYEO-AATRIKPKSA-N
View compound in article | Full details | Search for this compound
Compound 2
Molecular Weight:224.3392
Molecular Formula:C14H24O2
InChIKey:GSHPUYYSXUNCRK-UONSLQGUSA-N
View compound in article | Full details | Search for this compound
Compound 3
Molecular Weight:224.3392
Molecular Formula:C14H24O2
InChIKey:GSHPUYYSXUNCRK-UONSLQGUSA-N
View compound in article | Full details | Search for this compound
Compound 4
Molecular Weight:126.1531
Molecular Formula:C7H10O2
InChIKey:KWKVAGQCDSHWFK-VNKDHWASSA-N
View compound in article | Full details | Search for this compound
Compound 5
Molecular Weight:184.2753
Molecular Formula:C11H20O2
InChIKey:JTWOEBCQNVJRTM-FNORWQNLSA-N
View compound in article | Full details | Search for this compound
Compound 6
Molecular Weight:184.2753
Molecular Formula:C11H20O2
InChIKey:DUGNESFGNIBVER-SOFGYWHQSA-N
View compound in article | Full details | Search for this compound
Compound 8
Molecular Weight:436.942
Molecular Formula:C18H30CuLiN4O4
InChIKey:QHNLFNQJYZRRGD-LECXEVRZSA-N
View compound in article | Full details | Search for this compound
Compound 10
Molecular Weight:288.727
Molecular Formula:C12H17ClN2O4
InChIKey:IHGHMCQJNXVBNO-OOZYFLPDSA-N
View compound in article | Full details | Search for this compound
Compound 7
Molecular Weight:108.1378
Molecular Formula:C7H8O
InChIKey:HKXCSLFSPLVQST-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 9
Molecular Weight:292.3734
Molecular Formula:C16H24N2O3
InChIKey:QTCKQZUSRGLNOP-ZIAGYGMSSA-N
View compound in article | Full details | Search for this compound
Compound 11
Molecular Weight:342.4718
Molecular Formula:C22H30O3
InChIKey:UDBOJNPOZOKLHR-FYUNKSCTSA-N
View compound in article | Full details | Search for this compound
Compound 12
Molecular Weight:302.451
Molecular Formula:C20H30O2
InChIKey:HZWZHWTZLZZBFF-DXBBHCEZSA-N
View compound in article | Full details | Search for this compound
Compound 13
Molecular Weight:284.3927
Molecular Formula:C19H24O2
InChIKey:JUAJXSMWFOFDFC-SXARNECPSA-N
View compound in article | Full details | Search for this compound
Compound 15
Molecular Weight:398.5781
Molecular Formula:C26H38O3
InChIKey:FHOACUQIGMPZIZ-PSZFBRFGSA-N
View compound in article | Full details | Search for this compound
Compound 16
Molecular Weight:398.5781
Molecular Formula:C26H38O3
InChIKey:FHOACUQIGMPZIZ-PSDDFSTHSA-N
View compound in article | Full details | Search for this compound
Compound 14
Molecular Weight:328.4452
Molecular Formula:C21H28O3
InChIKey:PWOYPXRFSUICCT-AYUYWISESA-N
View compound in article | Full details | Search for this compound
Compound 17
Molecular Weight:162.2283
Molecular Formula:C11H14O
InChIKey:NBMYMYDUONUXAL-NSHDSACASA-N
View compound in article | Full details | Search for this compound
Compound 18
Molecular Weight:229.809
Molecular Formula:C9H12CuNS
InChIKey:VDQBXDLNQRHKJN-UHFFFAOYSA-M
View compound in article | Full details | Search for this compound
Compound 19
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 20
Molecular Weight:300.349
Molecular Formula:C18H20O4
InChIKey:ACWZKSORWJJCFA-ZHACJKMWSA-N
View compound in article | Full details | Search for this compound
Compound 21
Molecular Weight:539.6027
Molecular Formula:C36H30NO2P
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 22
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 23
Molecular Weight:140.1797
Molecular Formula:C8H12O2
InChIKey:OZZYKXXGCOLLLO-TWTPFVCWSA-N
View compound in article | Full details | Search for this compound
Compound 24
Molecular Weight:594.527
Molecular Formula:C36H44FeP2
InChIKey:ABDQIEHFQHRVIN-WLOLSGMKSA-N
View compound in article | Full details | Search for this compound
Compound 25
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 26
Molecular Weight:136.191
Molecular Formula:C9H12O
InChIKey:DCXVEXOSXDDABX-DUXPYHPUSA-N
View compound in article | Full details | Search for this compound
Compound 27
Molecular Weight:638.732
Molecular Formula:C45H35O2P
InChIKey:NKHQUYZEHZMLAO-KYJUHHDHSA-N
View compound in article | Full details | Search for this compound
Compound 28
Molecular Weight:166.26
Molecular Formula:C11H18O
InChIKey:JTMKXQJLTIQUEI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 30
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 29
Molecular Weight:324.889
Molecular Formula:C18H29ClN2O
InChIKey:QYWXMSZIKOTRFQ-PKLMIRHRSA-M
View compound in article | Full details | Search for this compound
Compound 31
Molecular Weight:232.3181
Molecular Formula:C15H20O2
InChIKey:JJSGJSKJGQRXKU-WEVVVXLNSA-N
View compound in article | Full details | Search for this compound
Compound 32
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 33
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 34
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 36
Molecular Weight:214.3028
Molecular Formula:C15H18O
InChIKey:IZHAMSYPTHGXNY-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 35
Molecular Weight:120.1485
Molecular Formula:C8H8O
InChIKey:KUQNFYLRUYOEDS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 37
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 38
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 39
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 40
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 41
Molecular Weight:180.2435
Molecular Formula:C11H16O2
InChIKey:LKIMVAYHYHDJSP-SOFGYWHQSA-N
View compound in article | Full details | Search for this compound
Compound 42
Molecular Weight:238.3657
Molecular Formula:C15H26O2
InChIKey:XPFFZWZUZUSZPB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 43
Molecular Weight:238.3657
Molecular Formula:C15H26O2
InChIKey:WXGBORBRIWCOCF-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 44
Molecular Weight:214.2598
Molecular Formula:C14H14O2
InChIKey:UOVXNXGUCPVABR-XYOKQWHBSA-N
View compound in article | Full details | Search for this compound
Compound 45
Molecular Weight:230.3022
Molecular Formula:C15H18O2
InChIKey:QGKNPZJBKZGUSY-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 46
Molecular Weight:230.3022
Molecular Formula:C15H18O2
InChIKey:QGKNPZJBKZGUSY-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 47
Molecular Weight:318.3313
Molecular Formula:C16H21F3O3
InChIKey:QCCAQVCXBYIVCI-YRFMYUJQSA-N
View compound in article | Full details | Search for this compound
Compound 48
Molecular Weight:334.3738
Molecular Formula:C17H25F3O3
InChIKey:JWRQAUJVHZBWIC-RBQWDTSBSA-N
View compound in article | Full details | Search for this compound
Compound 49
Molecular Weight:276.2947
Molecular Formula:C14H19F3O2
InChIKey:CFSUVDUZTSWENO-MCTJWZARSA-N
View compound in article | Full details | Search for this compound
Compound 51
Molecular Weight:260.3713
Molecular Formula:C17H24O2
InChIKey:QXXFIBWOFHJYBD-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 53
Molecular Weight:204.3511
Molecular Formula:C15H24
InChIKey:HULFPDOHEQOINC-BJLZJLDMSA-N
View compound in article | Full details | Search for this compound
Compound 50
Molecular Weight:230.3022
Molecular Formula:C15H18O2
InChIKey:PNPXLUYTLMMTLB-NTEUORMPSA-N
View compound in article | Full details | Search for this compound
Compound 52
Molecular Weight:260.3713
Molecular Formula:C17H24O2
InChIKey:UZXDIDNZRVMXRQ-KOEKDOOYSA-N
View compound in article | Full details | Search for this compound
Compound 54
Molecular Weight:196.286
Molecular Formula:C12H20O2
InChIKey:KOIYJHYSFISVMI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 55
Molecular Weight:212.2854
Molecular Formula:C12H20O3
InChIKey:UVEJJFBKTJLLBE-MHPPCMCBSA-N
View compound in article | Full details | Search for this compound
Compound 56
Molecular Weight:212.2854
Molecular Formula:C12H20O3
InChIKey:BOPXSONPQNSAHU-CABZTGNLSA-N
View compound in article | Full details | Search for this compound
Compound 57
Molecular Weight:206.2808
Molecular Formula:C13H18O2
InChIKey:WMKQZNNOVNQAEC-LQPGMRSMSA-N
View compound in article | Full details | Search for this compound
Compound 58
Molecular Weight:222.3233
Molecular Formula:C14H22O2
InChIKey:PAFVHUDFRMAIKL-VQHVLOKHSA-N
View compound in article | Full details | Search for this compound
Compound 59
Molecular Weight:190.2384
Molecular Formula:C12H14O2
InChIKey:KKPDICZHAROGCS-OBWVEWQSSA-N
View compound in article | Full details | Search for this compound
Compound 60
Molecular Weight:206.2808
Molecular Formula:C13H18O2
InChIKey:JGOICMHOLDYRQG-SBIWHPGTSA-N
View compound in article | Full details | Search for this compound
Compound 62
Molecular Weight:232.3181
Molecular Formula:C15H20O2
InChIKey:ZSPISUWDHPDYLU-NDNIUKBNSA-N
View compound in article | Full details | Search for this compound
Compound 61
Molecular Weight:216.2756
Molecular Formula:C14H16O2
InChIKey:MJRARGYKHYRHQP-JMKMCQKYSA-N
View compound in article | Full details | Search for this compound
Compound 63
Molecular Weight:224.3392
Molecular Formula:C14H24O2
InChIKey:SSRARWGATREGCF-YRNVUSSQSA-N
View compound in article | Full details | Search for this compound
Compound 64
Molecular Weight:222.4094
Molecular Formula:C16H30
InChIKey:OGKVIANHCAWIRN-FYWRMAATSA-N
View compound in article | Full details | Search for this compound
Compound 65
Molecular Weight:222.4094
Molecular Formula:C16H30
InChIKey:CBSCVXVIOUHBDE-FYNKLQMPSA-N
View compound in article | Full details | Search for this compound
Compound 66
Molecular Weight:306.3982
Molecular Formula:C21H22O2
InChIKey:GCMIKFQGOWSHAP-DZWHEKINSA-N
View compound in article | Full details | Search for this compound
Compound 67
Molecular Weight:426.5467
Molecular Formula:C29H30O3
InChIKey:BENQCUILVAYZDD-PTYDGGSOSA-N
View compound in article | Full details | Search for this compound
Compound 68
Molecular Weight:426.5467
Molecular Formula:C29H30O3
InChIKey:QAYZGKQHXHGPHP-HUXAWJSXSA-N
View compound in article | Full details | Search for this compound
Compound 69
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 70
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound 71
Molecular Weight:150.2176
Molecular Formula:C10H14O
InChIKey:AIEQWWXBIWZCJO-BQYQJAHWSA-N
View compound in article | Full details | Search for this compound
Compound 72
Molecular Weight:208.3398
Molecular Formula:C14H24O
InChIKey:BSAAGXZAQAVORC-VQHVLOKHSA-N
View compound in article | Full details | Search for this compound
Compound 74
Molecular Weight:150.2606
Molecular Formula:C11H18
InChIKey:MLOVRFNDIXLZDD-VOTSOKGWSA-N
View compound in article | Full details | Search for this compound
Compound 73
Molecular Weight:152.1904
Molecular Formula:C9H12O2
InChIKey:DCQGEGKQGDIMOT-HYDMIIDASA-N
View compound in article | Full details | Search for this compound

VIEW

  1. 1 - 74