4-O-Benzyl-23-O-isopropylidene-L-threose: A useful building block for stereoselective synthesis of monosaccharides

Teruaki Mukaiyama, Keisuke Suzuki, Tohru Yamada, Fujio Tabusa

研究成果: Article査読

156 被引用数 (Scopus)

抄録

4-O-Benzyl-23-O-isopropylidene-L-threose readily available from L-tartaric acid is a quite useful four-carbon building block for monosaccharide synthesis. The versatility can be reinforced by the coupled use of stereoselective addition reactions where the suitable choice of organometallics leads to highly anti-selective additions. The building block is particularly useful in the synthesis of rare sugars the versatility of which is demonstrated by the synthesis of some L-sugars as well as the formal total synthesis of polyoxin J in convergent manner.

本文言語English
ページ(範囲)265-276
ページ数12
ジャーナルTetrahedron
46
1
DOI
出版ステータスPublished - 1990
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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