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

Takeshi Sugai; Hideaki Kakeya; Hiromichi Ohta

doi:10.1021/jo00302a031

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

Takeshi Sugai, Hideaki Kakeya, Hiromichi Ohta

薬科学科

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
巻	55
号	15
DOI	https://doi.org/10.1021/jo00302a031
出版ステータス	Published - 1990 1月 1

ASJC Scopus subject areas

有機化学

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10.1021/jo00302a031

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引用スタイル

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