Highly Stereoselective 1,4-Addition of the Enolate Generated from 6-Deoxy-D-Glucopyranoside-Derived Propionyl Ester to Methyl Crotonate: Application to Total Synthesis of (-)-Lasiol

Shingo Asano, Tetsuo Tamai, Kiichiro Totani, Ken Ichi Takao, Kin Ichi Tadano

研究成果: Article査読

16 被引用数 (Scopus)

抄録

1,4-Addition of the enolate generated from methyl 6-deoxy-2,3-di-O-(t- butyldimethylsilyl)-4-O-propionyl-α-D-glucopyranoside to methyl crotonate provided a single anti-adduct with exceptionally high stereoselectivity. From this adduct, (-)-lasiol, an acyclic monoterpene alcohol isolated from the males of Lasius meridionalis ants, was synthesized concisely.

本文言語English
ページ(範囲)2252-2254
ページ数3
ジャーナルSynlett
14
DOI
出版ステータスPublished - 2003 1 1

ASJC Scopus subject areas

  • Organic Chemistry

フィンガープリント 「Highly Stereoselective 1,4-Addition of the Enolate Generated from 6-Deoxy-D-Glucopyranoside-Derived Propionyl Ester to Methyl Crotonate: Application to Total Synthesis of (-)-Lasiol」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

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