Periselective and enantioselective carbonyl-ene reaction of isoprene with fluoroalkyl glyoxylate catalysed by modified binaphthol-titanium complex: Asymmetric catalytic synthesis of enantiomerically pure ipsdienol

Masahiro Terada, Koichi Mikami

Research output: Contribution to journalArticle

35 Citations (Scopus)

Abstract

The asymmetric reaction of trifluoroethyl glyoxylate 3d with isoprene 4 catalysed by the modified binaphthol-titanium complex 2b provides the ene product 5d in high periselectivity (92%) and complete enantioselectivity, which can be converted to ipsdienol 1, a component of the aggregation pheromone of the bark beetle, genus lps, in enantiomerically pure form.

Original languageEnglish
Pages (from-to)2391-2392
Number of pages2
JournalJournal of the Chemical Society, Chemical Communications
Issue number23
DOIs
Publication statusPublished - 1995 Dec 1
Externally publishedYes

ASJC Scopus subject areas

  • Molecular Medicine

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