STEREOSELECTIVE CYCLOADDITION OF NITRILE OXIDES TO 4-VINYL-OXAZOLINES AND 4-VINYL-OXAZOLIDINES

被引:19
作者
BOYD, EC [1 ]
PATON, RM [1 ]
机构
[1] UNIV EDINBURGH,DEPT CHEM,W MAINS RD,EDINBURGH EH9 3JJ,MIDLOTHIAN,SCOTLAND
关键词
1,3-DIPOLAR CYCLOADDITION; NITRILE OXIDES; ISOXAZOLINES;
D O I
10.1016/S0040-4039(00)93409-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cycloaddition of nitrile oxides to 4-vinyl-2-oxazoline 1 and to 4-vinyloxazolidine 2 afford diastereomeric mixtures of 2-isoxazolines in which the erythro product predominates (32-64% d.e.). In contrast, the corresponding reactions with acyclic analogue 3 favoured the threo-adducts and were less selective (8-20% d.e.).
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页码:3169 / 3172
页数:4
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