On the Stereoselectivity of Alkenoxyl Radical 6-exo-trig Cyclizations

被引：11
|
作者：
Schneiders, Nina [1 ]
Gottwald, Thomas [1 ]
Hartung, Jens [1 ]
机构：
[1] Tech Univ Kaiserslautern, Fachbereich Chem, D-67663 Kaiserslautern, Germany
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 2009卷 / 06期
关键词：
Radical reactions; Alkoxyl radical; Carbon radical; Bromination; Cyclization; Stereoselective synthesis; Stereochemical analysis; RING-CLOSURE; SUBSTITUENTS; GENERATION; OXIDATION; ALCOHOLS; POLAR;
D O I：
10.1002/ejoc.200801116
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The investigated set of 6-exo-trig cyclizations occurs irreversibly and justifies the use of tetrahydropyran-derived transition structures for rationalizing 2,6-cis, 2,5-trans, and 2,4-cis stereoselectivity in ring-closure reactions of 1-, 2-, and 3-phenyl-6-methyl-5-hepten-1-oxyl radicals. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
引用
收藏
页码：797 / 800
页数：4
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