Enantiodivergent synthesis of a decalin type of chiral building blocks and their application to terpenoid synthesis

Naoki Toyooka; Akira Nishino; Takefumi Momose

doi:10.1016/S0040-4020(97)00315-3

Enantiodivergent synthesis of a decalin type of chiral building blocks and their application to terpenoid synthesis

Naoki Toyooka, Akira Nishino, Takefumi Momose^*

^*Corresponding author for this work

Life Sciences and Bioengineering

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

9 Scopus citations

Abstract

An enantiomeric pair of a decalin type of chiral building blocks bearing an oxygenated angular substituent has been synthesized by the lipase-mediated ring differentiation of a meso decahydronaphthalene glycol system. Its synthetic utility has been demonstrated by the formal synthesis of (-)-polygodial, (-)-warburganal, (-)-drimenin, and (-)-elemol.

Original language	English
Pages (from-to)	6313-6326
Number of pages	14
Journal	Tetrahedron
Volume	53
Issue number	18
DOIs	https://doi.org/10.1016/S0040-4020(97)00315-3
State	Published - 1997/05/05

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Enantiodivergent synthesis of a decalin type of chiral building blocks and their application to terpenoid synthesis",

abstract = "An enantiomeric pair of a decalin type of chiral building blocks bearing an oxygenated angular substituent has been synthesized by the lipase-mediated ring differentiation of a meso decahydronaphthalene glycol system. Its synthetic utility has been demonstrated by the formal synthesis of (-)-polygodial, (-)-warburganal, (-)-drimenin, and (-)-elemol.",

author = "Naoki Toyooka and Akira Nishino and Takefumi Momose",

note = "Funding Information: Acknowledgment We acknowledge partial financial support from the Ministry of Education, Sciences and Culture, a Grant-in-Aid for Encouragement of Young Scientists (No. 06772065).",

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T1 - Enantiodivergent synthesis of a decalin type of chiral building blocks and their application to terpenoid synthesis

AU - Toyooka, Naoki

AU - Nishino, Akira

AU - Momose, Takefumi

N1 - Funding Information: Acknowledgment We acknowledge partial financial support from the Ministry of Education, Sciences and Culture, a Grant-in-Aid for Encouragement of Young Scientists (No. 06772065).

PY - 1997/5/5

Y1 - 1997/5/5

N2 - An enantiomeric pair of a decalin type of chiral building blocks bearing an oxygenated angular substituent has been synthesized by the lipase-mediated ring differentiation of a meso decahydronaphthalene glycol system. Its synthetic utility has been demonstrated by the formal synthesis of (-)-polygodial, (-)-warburganal, (-)-drimenin, and (-)-elemol.

AB - An enantiomeric pair of a decalin type of chiral building blocks bearing an oxygenated angular substituent has been synthesized by the lipase-mediated ring differentiation of a meso decahydronaphthalene glycol system. Its synthetic utility has been demonstrated by the formal synthesis of (-)-polygodial, (-)-warburganal, (-)-drimenin, and (-)-elemol.

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U2 - 10.1016/S0040-4020(97)00315-3

DO - 10.1016/S0040-4020(97)00315-3

M3 - 学術論文

AN - SCOPUS:0030950469

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VL - 53

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JO - Tetrahedron

JF - Tetrahedron

IS - 18

ER -

Enantiodivergent synthesis of a decalin type of chiral building blocks and their application to terpenoid synthesis

Abstract

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