Control of the mode selectivity (ene reaction versus [2+2] cycloaddition) in the photooxygenation of ene carbamates: Directing effect of an alkenylic nitrogen functionality

被引:32
作者
Adam, W
Bosio, SG
Turro, NJ
机构
[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
[2] Columbia Univ, Dept Chem, New York, NY 10027 USA
关键词
D O I
10.1021/ja028407m
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The geometry of the double bond in oxazolidinone-substituted ene carbamates controls the mode selectivity (ene reaction versus [2+2] cycloaddition) of singlet oxygen through stereoelectronic effects, whereas the chiral auxiliary provides high diastereoselectivity through steric shielding. Copyright © 2002 American Chemical Society.
引用
收藏
页码:14004 / 14005
页数:2
相关论文
共 16 条