ChemInform Abstract: General Method for Preparation of Allenic Zinc Reagents by Three‐ Carbon Homologation of Triorganozincates: Convergent Three‐Component Coupling of Propargylic Substrates, Triorganozincates, and Electrophilic Reagents.

Abstract

reactions of organo-metal compounds reactions of organo-metal compounds O 0350 -062General Method for Preparation of Allenic Zinc Reagents by Three-Carbon Homologation of Triorganozincates: Convergent Three-Component Coupling of Propargylic Substrates, Triorganozincates, and Electrophilic Reagents.-Allenic zinc reagents are prepared by reaction of propargylic substrates with a variety of triorganozincates. They undergo a subsequent coupling reaction with a variety of electrophiles (e.g. aldehydes) regioselectively at the γ-position to afford the corresponding propargylic derivatives. This is a general method for the three-carbon homologation reaction giving anti-homopropargylic alcohols. By using silicon-containing allenic zinc reagents, this method provides functionalized organosilicon compounds of high synthetic utility.-(HARADA, T.; KATSUHIRA, T.; OSADA, A.; IWAZAKI, K.; MAEJIMA, K.; OKU, A.; J.