MANGANESE(III)-PROMOTED OXIDATIVE FREE-RADICAL CYCLIZATIONS OF BETA-KETO IMIDES - ASYMMETRIC INDUCTION WITH OPPOLZERS CHIRAL SULTAM

被引:31
作者
ZORETIC, PA [1 ]
WENG, XY [1 ]
BIGGERS, CK [1 ]
BIGGERS, MS [1 ]
CASPAR, ML [1 ]
DAVIS, DG [1 ]
机构
[1] NIEHS,MOLEC BIOPHYS LAB,RES TRIANGLE PK,NC 27709
关键词
D O I
10.1016/S0040-4039(00)79045-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxidative free-radical cyclization of the unsaturated beta-keto imide 3 containing Oppolzer's D-camphor sultam as a chiral auxiliary was studied. Intramolecularly promoted oxidative free-radical cyclization of 3 with Mn (III) in the presence of Cu (II) produced the stereoisomeric cis-hydrindanones 4 and 5 in a 3:1 ratio at 25-degrees-C.
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页码:2637 / 2640
页数:4
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