… )?螃?3??bromanes as Highly Efficient Michael Acceptors: Uncatalyzed Conjugate Addition of 1??Alkynyl (trialkyl) stannanes To Yield Symmetrical and Unsymmetrical 1, 3?? …

M Ochiai, Y Nishi, S Goto…

Index: Ochiai, Masahito; Nishi, Yoshio; Goto, Satoru; Frohn, Hermann J. Angewandte Chemie - International Edition, 2005 , vol. 44, # 3 p. 406 - 409

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Citation Number: 18

Abstract

In contrast to alkynylboron,-aluminium, and-nickel reagents, alkynylcopper species do not efficiently transfer the alkynyl group to electron-deficient olefins and alkynes in a conjugate fashion owing to the strength of the alkynyl–copper (i) bond.[1, 2] Michael addition of alkynylstannanes appears to be a very difficult process, probably owing to the low polarity of a CÀSn bond, and there are no well-established precedents for the direct reaction. ...