Facile synthesis of trifluoromethyl-substituted enynes: Remarkable reactivity and stereoselectivity of tributyl(3,3,3-trifluoropropynyl)stannane in carbostannylation of alkynes

Masaki Shimizu, Guofang Jiang, Masahito Murai, Youhei Takeda, Yoshiaki Nakao, Tamejiro Hiyama, Eiji Shirakawa

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)

Abstract

Carbostannylation of alkynes with tributyl(3,3,3-trifluoropropynyl)stannane is found to proceed at room temperature in a syn-manner, giving rise to the corresponding CF3-substituted enynes as a single stereoisomer in good yields. Both terminal and, CF3- or RO2C-substituted internal alkynes are applicable to the addition reaction. Synthetic applications of the adduct are also demonstrated.

Original languageEnglish
Pages (from-to)1700-1701
Number of pages2
JournalChemistry Letters
Volume34
Issue number12
DOIs
Publication statusPublished - Dec 5 2005

ASJC Scopus subject areas

  • Chemistry(all)

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