Total asymmetric synthesis of long-chain, branched carbohydrates and of an aza-C-disaccharide

被引:27
作者
Frerot, E [1 ]
Marquis, C [1 ]
Vogel, P [1 ]
机构
[1] UNIV LAUSANNE, CHIM SECT, BCH, CH-1015 LAUSANNE, SWITZERLAND
关键词
D O I
10.1016/0040-4039(96)00189-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Michael addition of (-)-(1S,5R,6R,7S)-6,7-bis(methoxymethoxy)-2,8-dioxabicyclo[3.2.1]-octan-3-one lithium enolate to (+)-(1R,4S,5S,6S)-5-benzeneselenyl-6-chloro-3-methylidene-7-oxabicyclo[2.2.1]heptan-2-one gives a single adduct with highstereoselectivity. it was converted into a derivative of beta-D-(1-->3)-C-linked 1,5-dideoxy-1,5-imino-lyxopyranoside of alpha-D-mannofuranurono-6,1-lactone and other long-chain, branched sugars.
引用
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页码:2023 / 2026
页数:4
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