Enzymatic Preparation of Enantiomerically Enriched Tertiary a-Benzyloxy Acid Esters. Application to the Synthesis of (S)-(-)-Frontalin

Takeshi Sugai, Hideaki Kakeya, Hiromichi Ohta

研究成果: Article査読

64 被引用数 (Scopus)

抄録

Enzymatic preparation of enantiomerically enriched tertiary a-benzyloxy acid esters is described. Enantioselective hydrolysis of the racemic esters of the formula [R-C(CH3)(OCH2Ph)CO2CH3] by lipase OF (from Candida cylindracea, Meito Sangyo Co.) was successfully carried out on a preparative scale. With the asymmetric carbon atom possessing a tertiary benzyloxy group, (S)-(-)-frontalin, a component of the aggregation pheromone of the southern pine beetle, was efficiently synthesized.

本文言語English
ページ(範囲)4643-4647
ページ数5
ジャーナルJournal of Organic Chemistry
55
15
DOI
出版ステータスPublished - 1990 1月 1

ASJC Scopus subject areas

  • 有機化学

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