Catalytic asymmetric synthesis and asymmetric autocatalysis of chiral 5,5'-(3,3'-bipyridyl)-dialkanediol

Shigehisa Tanji, Tomohiko Nakao, Itaru Sato, Kenso Soai

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

(S,S)-(-)-5,5'-(3,3'-Bipyridyl)dialkanediols (5a, b) with up to 98.6% e.e. was synthesized by the enantioselective addition of dialkylzincs to 3,3'-bipyridine-5,5'-dicarbaldehyde (4) using N,N-dipropylnorephedrine as a chiral catalyst. Chiral diol (5a) was found to work as an asymmetric autocatalyst in the enantioselective addition of diisopropylzinc to aldehyde (4).

Original languageEnglish
Pages (from-to)2183-2189
Number of pages7
JournalHeterocycles
Volume53
Issue number10
DOIs
Publication statusPublished - 2000 Oct 1

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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