Synthesis 1976; 1976(10): 633-651
DOI: 10.1055/s-1976-24149
review
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Formation of Carbon-Carbon Bonds by Using Organoboranes

J. WEILL-RAYNAL*
  • *Centre de Recherches Roussel-Uclaf, F-93230 Romainville, France
Further Information

Publication History

Publication Date:
12 September 2002 (online)

The use of organoboranes for the formation of carbon-carbon bonds is reviewed. Reaction principles and mechanisms, various types of organoboranes reacted and applications to alkylation, vinylation, alkynylation, hydroxyalkylation, and acylation are described. 1. Introduction 2. General Remarks 2.1. Reaction Principles 2.2. Boranes Used 3. Applications 3.1. Alkylation by Substitution of Unactivated Halides 3.2. 1,4-Addition Reactions 3.3. Insertion Reactions of Carbenoid Species 3.4. Hydroxyalkylation and Vinylation Reactions Using Vinylboranes and Borates 3.5. Vinylation, Alkynylation, and Acylation Reactions Using Alkynylboranes and Borates 3.6. Acylation Reactions using Cyanoborates 3.7. Miscellaneous Reactions 4. Conclusions