Efficient synthesis of (-)-methyl 3-epi-shikimate and methyl 3-eqi-quinate by one-pot selective protection of trans-1,2-diols

被引：23

作者：

Armesto, N ^{[1
]}

Ferrero, M ^{[1
]}

Fernández, S ^{[1
]}

Gotor, V ^{[1
]}

机构：

[1] Univ Oviedo, Dept Quim Organ & Inorgan, Fac Quim, E-33071 Oviedo, Spain

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 45期

关键词：

one-pot trans-1,2-diol protection; shikimic acid; quinic acid; 3-epi-shikimate; 3-epi-quinate;

D O I：

10.1016/S0040-4039(00)01507-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

trans-1,2-Diol protections of shikimic and quinic acids have been achieved by in situ formation of the protecting group (2,2,3,3-tetramethoxybutane). The synthetic utility of the protected derivatives is demonstrated by the preparation of (-)-methyl 3-epi-shikimate and methyl 3-epi-quinate through a new and efficient route from the parent acids. (C) 2000 Published by Elsevier Science Ltd.

引用

页码：8759 / 8762

页数：4

共 18 条

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