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Synthesis and Reactions of Allenylzinc Reagents

Organozinc Compounds (2007)

  1. James A. Marshall

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0373

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Marshall, J. A. 2009. Synthesis and Reactions of Allenylzinc Reagents. Patai's Chemistry of Functional Groups. .

Author Information

  1. University of Virginia, Department of Chemistry, Charlottesville, VA, USA

Publication History

  1. Published Online: 15 DEC 2009

Abstract

  • 1
    Zincation of Propargylic Bromides
  • 2
    Mechanistic Studies
  • 3
    Regiochemistry of Additions to Aldehydes and Ketones
  • 4
    Stereochemistry of Additions
  • 5
    Transition State Calculations
  • 6
    Reagent Regioselectivity
  • 7
    Iodoallene-Derived Reagents
  • 8
    Configurational Stability
  • 9
    Allenyl Alkylzinc Reagents
  • 10
    Coupling of Allenylzinc Bromide Reagents with Aryl and Vinyl Halides
  • 11
    Palladiozincation of Propargylic Mesylates
  • 12
    Double Diastereoselection
  • 13
    Applications to Natural Product Synthesis
  • 14
    Additions to Imines and Aldehydes
  • 15
    Kinetic Resolution of Chiral Allenylzinc Reagents
  • 16
    Amine-Substituted Allenylzinc Reagents
  • 17
    Additions to Sulfoximines
  • 18
    Additions of Chloroallenylzinc Reagents to Aldehydes and Imines

Keywords:

  • propargylic bromide zincation;
  • allenylzinc bromide additions;
  • stereochemistry of additions;
  • transition state geometry;
  • iodoallene-derived reagents;
  • optical stability of allenylzinc reagents;
  • allenyl alkylzinc reagents;
  • palladiozincation methodology