Enantioselective Mukaiyama-Michael Reaction of Cyclic α-Alkylidene β-Keto Phosphine Oxide and Phosphonate and Asymmetric Synthesis of (R)-Homosarkomycin

Kotaro Nagatani, Atsushi Minami, Haruka Tezuka, Yunosuke Hoshino, Masahisa Nakada

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

The asymmetric Mukaiyama-Michael reaction of cyclic α-alkylidene β-oxo phosphates and phosphine oxides that proceeds in a highly enantioselective manner is described. It is possible to carry out these reactions using a catalytic amount of a bisoxazoline-Cu(II) complex without decreasing the enantioselectivity, and one of the products has been successfully used for the first enantioselective synthesis of (R)-homosarkomycin.

Original languageEnglish
Pages (from-to)810-813
Number of pages4
JournalOrganic Letters
Volume19
Issue number4
DOIs
Publication statusPublished - 2017 Feb 17

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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