Oxaziridine rearrangements in asymmetric synthesis

被引:75
作者
Aube, J
机构
关键词
D O I
10.1039/cs9972600269
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Oxaziridines undergo photochemical rearrangement reactions to afford chiral lactams with high levels of enantio- or regio-selectivity, This reaction was applied to the synthesis of targets such as carnitine, the yohimbine alkaloids, and several classes of peptidomimetics, In addition, single-electron transfer reactions can be elicited from oxaziridines using Cu-I. These reactions afford nitrogen and carbon radicals that add to an appended olefin, with the final products depending on both the substitution and stereochemistry of the starting oxaziridine.
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页码:269 / 277
页数:9
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