Lipase mediated desymmetrization of meso 2,6-di(acetoxymethyl)tetrahydropyran-4-one derivatives. An innovative route to enantiopure 2,4,6-trifunctionalized C-glycosides

被引：26

作者：

Lampe, TFJ

Hoffmann, HMR

Bornscheuer, UT

机构：

[1] UNIV HANNOVER,DEPT ORGAN CHEM,D-30167 HANNOVER,GERMANY

[2] UNIV STUTTGART,INST TECH BIOCHEM,D-70569 STUTTGART,GERMANY

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 10期

关键词：

D O I：

10.1016/0957-4166(96)00380-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The desymmetrization of several meso-configurated 2,4,6-trifunctionalized tetrahydropyrans was studied. Amongst the derivatives investigated the conformationally more rigid spiro ketal 8b afforded hydroxy-acetate (-)-12 in excellent chemical yield and enantiomeric excess. The absolute configuration of the resulting 2,4,6-trifunctionalized C-glycosides was established by X-ray crystal diffraction. Copyright (C) 1996 Elsevier Science Ltd

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页码：2889 / 2900

页数：12

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