Asymmetric desymmetrization of 2,2′,6,6′-tetrahydroxybiphenyl through annulation with enantiomerically pure bis(mesylate)

被引：30

作者：

Harada, T ^{[1
]}

Mai, T ^{[1
]}

Tuyet, T ^{[1
]}

Oku, A ^{[1
]}

机构：

[1] Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 09期

关键词：

D O I：

10.1021/ol0057840

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2,2',6,6'-Tetrahydroxybiphenyl undergoes a facile annulation reaction with bis(mesylate) derived from (S)-1,2-propanediol in the presence of Cs2CO3 to give the corresponding asymmetric desymmetrization product of S axial chirality with exclusive diastereoselectivity. The desymmetrization product can be utilized as a versatile chiral building block in asymmetric synthesis of axially chiral 6,6'-disubstituted 2,2'-biphenyldiols.

引用

页码：1319 / 1322

页数：4

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