Michael addition of methyl 2-(trimethysily)propenoate with organomagnesiums or organolithiums leading to 1:1 and / or 2:1 adducts and subsequent peterson olefination by condensation with carbonyl compounds

J. Tanaka, S. Kanemasa, Y. Ninomiya, O. Tsuge

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9 Citations (Scopus)

Abstract

Michael addition of methyl 2-(trimethylsilyl)propenoate with organomagnesiums or organolithiums leads to 1:1 and/or 1:2 adduct anions which can be utilized in the subsequent step of Peterson olefination with carbonyl compounds. The 1:1/1:2 ratio depends upon the nature of donor molecules, the reaction conditions such as reaction temperature, polarity of solvent, and rate of addition of the acceptor molecule. Use of acceptors in excess results in the selective formation of 1:2 and/or 1:3 adducts.

Original languageEnglish
Pages (from-to)466-475
Number of pages10
JournalBulletin of the Chemical Society of Japan
Volume63
Issue number2
DOIs
Publication statusPublished - 1990

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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