Enantioselective 1,4-addition of unmodified ketone catalyzed by a bimetallic Zn-Zn-linked-binol complex

Naoya Kumagai, Shigeki Matsunaga, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

66 Citations (Scopus)

Abstract

(Matrix Presented) 1,4-Addition (Michael addition) of 2-hydroxy-2′-methoxyacetophenone (2) to various αβ-unsaturated ketones was efficiently promoted by a bimetallic Zn-Zn-linked-BINOL complex 3 with good yield (up to 90%) and excellent enantiomeric excess (up to 99% ee). The resulting 2-hydroxy-1,5-diketones were successfully converted to synthetically more versatile esters and amides.

Original languageEnglish
Pages (from-to)4251-4254
Number of pages4
JournalOrganic Letters
Volume3
Issue number26
DOIs
Publication statusPublished - 2001 Dec 27
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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