Highly enantioselective asymmetric autocatalysis of 2-alkenyl- and 2-vinyl-5-pyrimidyl alkanols with significant amplification of enantiomeric excess

Itaru Sato, Tomotaka Yanagi, Kenso Soai

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)

Abstract

2-Alkenyl- and 2-vinyl-5-pyrimidyl alkanols are highly enantioselective asymmetric autocatalysts with significant amplification of enantiomeric excess in the enantioselective addition of diisopropylzinc to 2-alkenyl- and 2-vinylpyrimidine-5-carbaldehydes. Consecutive asymmetric autocatalysis starting from 7% ee increases the ee of pyrimidyl alkanol up to 99% without the need for any other chiral auxillary.

Original languageEnglish
Pages (from-to)166-168
Number of pages3
JournalChirality
Volume14
Issue number2-3
DOIs
Publication statusPublished - 2002 Feb 11

Keywords

  • Addition
  • Aldehyde
  • Alkylation
  • Dialkylzinc
  • Enantioselective synthesis

ASJC Scopus subject areas

  • Analytical Chemistry
  • Catalysis
  • Pharmacology
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

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