A Novel Catalytic Effect of Lead on the Reduction of a Zinc Carbenoid with Zinc Metal Leading to a Geminal Dizinc Compound. Acceleration of the Wittig-Type Olefination with the RCHX2-TiCl4-Zn Systems by Addition of Lead

Kazuhiko Takai, Tadahiro Kakiuchi, Yasutaka Kataoka, Kiitiro Utimoto

Research output: Contribution to journalArticle

218 Citations (Scopus)

Abstract

A catalytic amount of lead promotes further reduction of zinc carbenoid (ICH3ZnI) with zinc in THF to give a geminal dizinc compound (CH2(ZnI)2), which is a key intermediate for the methylenation of carbonyl compounds with a CH2I2, zinc, and TiCl4 system.

Original languageEnglish
Pages (from-to)2668-2670
Number of pages3
JournalJournal of Organic Chemistry
Volume59
Issue number10
DOIs
Publication statusPublished - May 1 1994

ASJC Scopus subject areas

  • Organic Chemistry

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