Synthetic research on cyclitols using C6-chiron, 6-(benzyloxy)-3-cyclohexen-1-ol:: A concise and highly diastereoselective synthesis of (-)-gala-quercitol

被引：16

作者：

Maezaki, N ^{[1
]}

Nagahashi, N ^{[1
]}

Yoshigami, R ^{[1
]}

Iwata, C ^{[1
]}

Tanaka, T ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Pharmaceut Sci, Osaka 5650871, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 19期

关键词：

C-6-chiron; cyclitols; epoxide; isomerization; gala-quercitol;

D O I：

10.1016/S0040-4039(99)00608-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Transformation of a C-6-chiron, 6-(benzyloxy)-3-cyclohexen-1-ol into polyoxygenated cyclohexanes involving a stereodivergent epoxide rearrangement was investigated. An asymmetric synthesis of (-)gala-quercitol was accomplished via sequential highly diastereoselective epoxidation, base-promoted epoxide rearrangement, and dihydroxylation. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：3781 / 3784

页数：4

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