Alkylidenation of Ester Carbonyl Groups by means of a Reagent Derived from RCHBr2, Zn, TiCl4, and TMEDA. Stereoselective Preparation of (Z)-Alkenyl Ethers

Takashi Okazoe, Kazuhiko Takai, Koichiro Oshima, Kiitiro Utimoto

Research output: Contribution to journalLetter

128 Citations (Scopus)

Abstract

Reagents prepared by reduction of 1,1-di-bromoalkanes (R3CHBr2) with zinc and TiCl4in the presence of N,N,N,ʹNʹ-tetramethylethylenediamine in THF are effective in the conversion of esters (R1CO2R2) to the corresponding alkenyl ethers (R1(R2O)C═CHR3) with high Z selectivity.

Original languageEnglish
Pages (from-to)4410-4412
Number of pages3
JournalJournal of Organic Chemistry
Volume52
Issue number19
DOIs
Publication statusPublished - Sep 1 1987
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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