A synthetic study of (-)-dihydroedulan II and related compounds

Takeshi Sugai; Tomoki Yokochi; Naoyuki Watanabe; Hiromichi Ohta

doi:10.1016/S0040-4020(01)89725-8

A synthetic study of (-)-dihydroedulan II and related compounds

Takeshi Sugai, Tomoki Yokochi, Naoyuki Watanabe, Hiromichi Ohta

School of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

(-)-Dihydroedulan II and related compounds were synthesized from (2R,1′RS)-dihydro-α-ionol, which was prepared by lipase-catalyzed enantioselective transesterification of the corresponding diastereomeric mixture as the key-step. Fungal allylic oxidation of (-)-dihydroedulan II worked well to afford a corresponding alcohol as well as (+)-dihydroedulan-8-one.

Original language	English
Pages (from-to)	7227-7236
Number of pages	10
Journal	Tetrahedron
Volume	47
Issue number	35
DOIs	https://doi.org/10.1016/S0040-4020(01)89725-8
Publication status	Published - 1991 Aug 26

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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abstract = "(-)-Dihydroedulan II and related compounds were synthesized from (2R,1′RS)-dihydro-α-ionol, which was prepared by lipase-catalyzed enantioselective transesterification of the corresponding diastereomeric mixture as the key-step. Fungal allylic oxidation of (-)-dihydroedulan II worked well to afford a corresponding alcohol as well as (+)-dihydroedulan-8-one.",

author = "Takeshi Sugai and Tomoki Yokochi and Naoyuki Watanabe and Hiromichi Ohta",

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T1 - A synthetic study of (-)-dihydroedulan II and related compounds

AU - Sugai, Takeshi

AU - Yokochi, Tomoki

AU - Watanabe, Naoyuki

AU - Ohta, Hiromichi

PY - 1991/8/26

Y1 - 1991/8/26

N2 - (-)-Dihydroedulan II and related compounds were synthesized from (2R,1′RS)-dihydro-α-ionol, which was prepared by lipase-catalyzed enantioselective transesterification of the corresponding diastereomeric mixture as the key-step. Fungal allylic oxidation of (-)-dihydroedulan II worked well to afford a corresponding alcohol as well as (+)-dihydroedulan-8-one.

AB - (-)-Dihydroedulan II and related compounds were synthesized from (2R,1′RS)-dihydro-α-ionol, which was prepared by lipase-catalyzed enantioselective transesterification of the corresponding diastereomeric mixture as the key-step. Fungal allylic oxidation of (-)-dihydroedulan II worked well to afford a corresponding alcohol as well as (+)-dihydroedulan-8-one.

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U2 - 10.1016/S0040-4020(01)89725-8

DO - 10.1016/S0040-4020(01)89725-8

M3 - Article

AN - SCOPUS:0025784760

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EP - 7236

JO - Tetrahedron

JF - Tetrahedron

IS - 35

ER -

A synthetic study of (-)-dihydroedulan II and related compounds

Abstract

ASJC Scopus subject areas

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