ENANTIOMERICALLY PURE ISOXAZOLINES VIA ADDITION OF NITRILE OXIDES TO CHIRAL N-ACRYLOYL TOLUENE-2-ALPHA-SULTAMS

被引:86
作者
OPPOLZER, W
KINGMA, AJ
PILLAI, SK
机构
[1] Département de Chimie Organique, Université de Genève
关键词
D O I
10.1016/S0040-4039(00)93489-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New saccharine-derived, crystalline acryloylsultams 12 undergo efficient 1,3-dipolar cycloadditions of nitrile oxides with greater-than-or-equal-to 95:5 stereoface discrimination. Products 13 or 14 are purified by simple crystallization and cleaved with recovery of the chirophore to provide optically pure DELTA-2-isoxazolines 15.
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页码:4893 / 4896
页数:4
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