Back Cover: Widely Applicable Synthesis of Enantiomerically Pure Tertiary Alkyl-Containing 1-Alkanols by Zirconium-Catalyzed Asymmetric Carboalumination of Alkenes and Palladium- or Copper-Catalyzed Cross-Coupling (Chem. Asian J. 8/2013)

Authors

  • Dr. Shiqing Xu,

    1. H. C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA), Fax: (+1) 765-494-0239
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  • Dr. Ching-Tien Lee,

    1. H. C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA), Fax: (+1) 765-494-0239
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  • Dr. Guangwei Wang,

    1. H. C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA), Fax: (+1) 765-494-0239
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  • Prof. Dr. Ei-ichi Negishi

    Corresponding author
    1. H. C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA), Fax: (+1) 765-494-0239
    • H. C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-2084 (USA), Fax: (+1) 765-494-0239

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Abstract

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Asymmetric Synthesis A highly enantioselective and widely applicable method for the synthesis of various chiral 2-alkyl-1-alkanols, especially those of feeble chirality, has been developed by Ei-ichi Negishi et al. In their Full Paper on page 1829 ff., featured on the Back Cover, the authors report that the (S)- or (R)-enantiomer of 3-iodo-2-alkyl-1-alkanols (1), prepared by the zirconium-catalyzed asymmetric carboalumination of alkenes (ZACA) reaction of allyl alcohol, can be readily purified to the ≥99% ee level by lipase-catalyzed acetylation. Thus, a variety of chiral 2-alkyl-1-alkanols can now be synthesized in high enantiomeric purity (≥99% ee) by Pd- or Cu-catalyzed cross-coupling of (S)-1 or (R)-2 for introduction of various primary, secondary, and tertiary carbon groups with essentially no enantiomeric isomerization.

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