CRCU

Chemical Research in Chinese Universities ›› 1993, Vol. 9 ›› Issue (2): 104-109.

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Higher Order Cuprate Species(Ⅱ)——Stereospecific Carbocupration of Terminal Alkynes and Its Synthetic Utility for (±)-Ipsenol and (E)-β-Farnesene

PAN Yi-jun, XU Zhang-huang, CHEN Jia-wei, SUN Dong-chen   

  1. Department of Chemistry, Hubei University, Wuhan, 430062
  • Received:1992-06-30 Online:1993-04-24 Published:2011-08-17
  • Supported by:

    Supported by the National Natural Science Foundation of China

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Abstract: The stereospecific carbocupration of terminal alkynes via higher order cuprates to give 1,1’-disubstituted olefins with 99% configuration purity is described. Its synthetic utility as a general method for the preparation of substituted olefins is further illustrated by the direct synthesis of (±)-ipsenol and (E)-β-farnesene with highly geometric purity of the carbon-carbon double bond.

Key words: Higher order cuprate, Terminal alkyne, Carbocupration, Stereospecific