Preparation, structure, derivatisation and NMR data of cyclohexane-1,2-diacetal protected carbohydrates

被引：38

作者：

Grice, P ^{[1
]}

Ley, SV ^{[1
]}

Pietruszka, J ^{[1
]}

Priepke, HWM ^{[1
]}

Warriner, SL ^{[1
]}

机构：

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

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 04期

关键词：

D O I：

10.1039/a605851e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acid catalysed reaction of monosaccharides with 1,1,2,2-tetramethoxycyclohexane results in selective protection of vicinal, diequatorial, diol functionality as a cyclohexane-1,2-diacetal (CDA). This new methodology complements classical cyclic acetal protecting group strategies which in general are not able to mask diols with such diequatorial stereochemistry. The resulting CDA protected derivatives can be readily functionalised to give rapid access to numerous key building blocks for oligosaccharide and natural product synthesis.

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页码：351 / 363

页数：13

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