A highly stereoselective synthesis of aldols employing the Reformatsky reaction of 3-(2-bromopropionyl)-2-oxazolidone derivatives with various aldehydes

Yoshio Ito, Shiro Terashima

研究成果: Contribution to journalArticle査読

15 被引用数 (Scopus)

抄録

The title reactions of sterically crowded 2-oxazolidone derivatives with achiral aldehydes in the presence of zinc dust were found to give various 2,3-syn-aldols as major products (at most, 2,3-syn:2,3-anti=98:2). While a 2,3-syn-3,4-syn-aldol could be similarly produced in a highly stereoselective manner, application of the explored reaction to asymmetric synthesis of optically active 2,3-syn-aldols was found to be unpromising.

本文言語英語
ページ(範囲)6629-6632
ページ数4
ジャーナルTetrahedron Letters
28
52
DOI
出版ステータス出版済み - 1 1 1987
外部発表はい

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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