Volume 29, Issue 11
Isocyclic Compounds
Full Access

ChemInform Abstract: General Method for Asymmetric Synthesis of Substituted 2,2′-Biaryldiols via Asymmetric Desymmetrization of 2,2′,6,6′-Tetrahydroxybiphenyl with l-Menthone.

T. HARADA

T. HARADA

Dep. Chem., Kyoto Inst. Technol., Sakyo, Kyoto 606, Japan

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S. UEDA

S. UEDA

Dep. Chem., Kyoto Inst. Technol., Sakyo, Kyoto 606, Japan

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TRAN MAI THI TUYET TRAN MAI THI TUYET

TRAN MAI THI TUYET TRAN MAI THI TUYET

Dep. Chem., Kyoto Inst. Technol., Sakyo, Kyoto 606, Japan

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A. INOUE

A. INOUE

Dep. Chem., Kyoto Inst. Technol., Sakyo, Kyoto 606, Japan

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K. FUJITA

K. FUJITA

Dep. Chem., Kyoto Inst. Technol., Sakyo, Kyoto 606, Japan

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M. TAKEUCHI

M. TAKEUCHI

Dep. Chem., Kyoto Inst. Technol., Sakyo, Kyoto 606, Japan

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N. OGAWA

N. OGAWA

Dep. Chem., Kyoto Inst. Technol., Sakyo, Kyoto 606, Japan

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A. OKU

A. OKU

Dep. Chem., Kyoto Inst. Technol., Sakyo, Kyoto 606, Japan

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M. SHIRO

M. SHIRO

Dep. Chem., Kyoto Inst. Technol., Sakyo, Kyoto 606, Japan

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First published: 23 June 2010

Abstract

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ChemInform Abstract

The asymmetric desymmetrization of prochiral 2,2′,6,6′-biphenyltetrol is effectively achieved by acetalization with l-menthone. The resulting isomenthonide (I) of S-axial chirality allows the preparation of a variety of 6,6′-dialkoxy- and aromatic substituted derivatives (II) and (III).

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