DISPIROKETALS IN SYNTHESIS .19. DISPIROKETALS AS ENANTIOSELECTIVE AND REGIOSELECTIVE PROTECTIVE AGENTS FOR SYMMETRICAL CYCLIC AND ACYCLIC POLYOLS

被引：32

作者：

DOWNHAM, R ^{[1
]}

EDWARDS, PJ ^{[1
]}

ENTWISTLE, DA ^{[1
]}

HUGHES, AB ^{[1
]}

KIM, KS ^{[1
]}

LEY, SV ^{[1
]}

机构：

[1] UNIV CAMBRIDGE,DEPT CHEM,CAMBRIDGE CB2 1EW,ENGLAND

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 10期

关键词：

D O I：

10.1016/0957-4166(95)00318-J

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The enantioselective preparation of both enantiomers of a C-2-symmetric diphenyl-bi-dihydropyran 3 and 4 is described. The application of enantiopure bi-dihydropyrans 1 - 4 towards the simultaneous enantioselective differentiation and regioselective protection of a range of cyclic and acyclic symmetrical polyols (23, 37, 43, 45, 54, 61 and 66) is investigated. Several deprotections utilising trifluoroacetic acid (TFA) and a transketalisation with acidic glycerol are presented.

引用

页码：2403 / 2440

页数：38

共 43 条

[1] CONFORMATIONAL-ANALYSIS .130. MM2 - HYDROCARBON FORCE-FIELD UTILIZING V1 AND V2 TORSIONAL TERMS [J].