Reductive Cyclization of Ester-Containing Enynes with a Practical Titanocene Reagent. Synthesis of Bicyclic Cyclopentenones and Iminocyclopentenes

Robert B. Grossman, Stephen L. Buchwald

Research output: Contribution to journalArticlepeer-review

88 Scopus citations

Abstract

The combination of Cp2TiCl2 with 2 equiv of EtMgBr provides an effective reagent for the reductive cyclization of enynes, including ester-containing enynes, to bicyclic titanacyclopentenes. These metallacycles may then be transformed into bicyclic cyclopentenones or iminocyclopentenes in good yields by reaction with CO or an isocyanide, respectively.

Original languageEnglish
Pages (from-to)5803-5805
Number of pages3
JournalJournal of Organic Chemistry
Volume57
Issue number22
DOIs
StatePublished - Oct 1 1992

ASJC Scopus subject areas

  • Organic Chemistry

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