Total synthesis of (-)-dihydrocorynantheol using bicyclo[3.2.1]octenone chiral building block

Ayako Tosaka; Shinichiro Ito; Norio Miyazawa; Masatoshi Shibuya; Kunio Ogasawara; Yoshiharu Iwabuchi

Total synthesis of (-)-dihydrocorynantheol using bicyclo[3.2.1]octenone chiral building block

Ayako Tosaka, Shinichiro Ito, Norio Miyazawa, Masatoshi Shibuya, Kunio Ogasawara, Yoshiharu Iwabuchi

PHA - Molecular Pharmaceutical Science

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

14 Citations (Scopus)

Abstract

The diastereocontrolled synthesis of (-)-dihydrocorynantheol from a bicyclo[3.2.l]octane chiral building block has been achieved by employing a tandem retro-aldol-Pictet-Spengler reaction-C-3 epimerization sequence as the key step.

Original language	English
Pages (from-to)	153-159
Number of pages	7
Journal	Heterocycles
Volume	70
Publication status	Published - 2006 Dec 31

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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title = "Total synthesis of (-)-dihydrocorynantheol using bicyclo[3.2.1]octenone chiral building block",

abstract = "The diastereocontrolled synthesis of (-)-dihydrocorynantheol from a bicyclo[3.2.l]octane chiral building block has been achieved by employing a tandem retro-aldol-Pictet-Spengler reaction-C-3 epimerization sequence as the key step.",

author = "Ayako Tosaka and Shinichiro Ito and Norio Miyazawa and Masatoshi Shibuya and Kunio Ogasawara and Yoshiharu Iwabuchi",

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publisher = "Japan Institute of Heterocyclic Chemistry",

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T1 - Total synthesis of (-)-dihydrocorynantheol using bicyclo[3.2.1]octenone chiral building block

AU - Tosaka, Ayako

AU - Ito, Shinichiro

AU - Miyazawa, Norio

AU - Shibuya, Masatoshi

AU - Ogasawara, Kunio

AU - Iwabuchi, Yoshiharu

PY - 2006/12/31

Y1 - 2006/12/31

N2 - The diastereocontrolled synthesis of (-)-dihydrocorynantheol from a bicyclo[3.2.l]octane chiral building block has been achieved by employing a tandem retro-aldol-Pictet-Spengler reaction-C-3 epimerization sequence as the key step.

AB - The diastereocontrolled synthesis of (-)-dihydrocorynantheol from a bicyclo[3.2.l]octane chiral building block has been achieved by employing a tandem retro-aldol-Pictet-Spengler reaction-C-3 epimerization sequence as the key step.

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M3 - Article

AN - SCOPUS:33947657480

VL - 70

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EP - 159

JO - Heterocycles

JF - Heterocycles

SN - 0385-5414

ER -

Total synthesis of (-)-dihydrocorynantheol using bicyclo[3.2.1]octenone chiral building block

Abstract

ASJC Scopus subject areas

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