Stereoselectivity in amidyl radical cyclisations. Acyl mode cyclisations.
Stereoselectivity in amidyl radical cyclisations. Acyl mode cyclisations.
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DOI：
10.1016/s0040-4039(98)01189-7
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发表时间：
1998-08-13
影响因子：
1.8
通讯作者：
Peacock, JL
中科院分区：
文献类型：
--
作者：
Clark, AJ;Peacock, JL
由三丁基锡烷介导的O-苯甲酰基异羟肟酸衍生物的均裂产生的酰胺基自由基进行5-外环化，得到顺式和反式吡咯烷酮的混合物。虽然研究的氮取代基的空间性质对该过程的非对映选择性影响不大，但它们确实影响环化反应的相对速率。主要产物可用贝克维规则预测。(C)1998爱思唯尔科技有限公司。保留所有权利。
Amidyl radicals generated from tributylstannane mediated homolysis of O-benzoyl hydroxamic acid derivatives undergo 5-exo cyclisation to give mixtures of cis and trans pyrrolidinones. While the steric nature of the nitrogen substituents investigated had little effect on the diastereoselectivity of the process they did effect the relative rate of the cyclisation reactions. The major products could be predicted by application of the "Beckwith rule". (C) 1998 Elsevier Science Ltd. All rights reserved.