DISPIROKETALS IN SYNTHESIS .8. REGIOSELECTIVE PROTECTION OF D-GLUCOPYRANOSE SUBSTRATES

被引:19
作者
ENTWISTLE, DA [1 ]
HUGHES, AB [1 ]
LEY, SV [1 ]
VISENTIN, G [1 ]
机构
[1] UNIV CAMBRIDGE,DEPT CHEM,CAMBRIDGE CB2 1EW,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)75815-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new process for the efficient regioselective formation of 1,8,13,16-tetraoxadispiro[5.0.5.4]hexadecanes (dispiroketals) of various D-elucopyranosyl substrates by the chiral recognition of enantiomeric trans 1,2-diol relationships is described. This was achieved using the novel enantiomerically pure 2,2'-disubstituted 3,3',4,4'-tetrahydro-6,6'-bi-2H-pyrans 1, 2 and 11. New conditions for the removal of dispiroketal protecting groups are presented.
引用
收藏
页码:777 / 780
页数:4
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