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

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

烯氨基甲酸酯光氧化中模式选择性的控制(烯反应与[2 2]环加成):烯基氮官能团的直接作用。

DOI:
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发表时间:
2002
影响因子:
15
通讯作者:
N. Turro
N. Turro
中科院分区:
化学1区
文献类型:
--
作者:
W. Adam*;Sara G. Bosio;N. Turro

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恶唑烷酮取代的烯氨基甲酸酯中双键的几何形状通过立体电子效应控制单线态氧的模式选择性(烯反应与[2+2]环加成),而手性助剂通过空间屏蔽提供高的非对映选择性。
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.