Enantioselective formal synthesis of (-)-ovalicin using quinic acid as a chiral template

被引：19

作者：

Barco, A

Benetti, S

De Risi, C

Marchetti, P

Pollini, GP

Zanirato, V

机构：

[1] Univ Ferrara, Dipartimento Chim, I-44100 Ferrara, Italy

[2] Univ Ferrara, Dipartimento Sci Farmaceut, I-44100 Ferrara, Italy

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 16期

关键词：

D O I：

10.1016/S0957-4166(98)00284-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The key intermediate 18 for the synthesis of (-)-ovalicin was synthesized using (-)-quinic acid as the chiral source, through a series of stereocontrolled and efficient chemical reactions, thus establishing a new, formal synthesis of the natural target. The featuring spirocyclic epoxide function has been installed by internal Williamson ether synthesis using the functionalities originally present at C-1 of(-)-quinic acid after the appropriate adjustments required to introduce the necessary functionality at C-2. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：2857 / 2864

页数：8

共 14 条

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