DIASTEREOSELECTIVE SYNTHESIS OF EXO-6-ARYL-3-AZABICYCLO[3.2.0]HEPTANE DERIVATIVES BY INTRAMOLECULAR [2+2]-PHOTOCYCLOADDITIONS OF DIALLYLIC AMINES

被引:19
作者
STEINER, G [1 ]
MUNSCHAUER, R [1 ]
KLEBE, G [1 ]
SIGGEL, L [1 ]
机构
[1] BASF AG,CENT INFORMAT,D-67056 LUDWIGSHAFEN,GERMANY
关键词
D O I
10.3987/COM-94-S34
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Cinnamyl-N-allylamines (1) react upon irradiation with UV light via a photochemical [2+2] cycloaddition to give new exo-6-aryl-3-azabicyclo[3.2.0]heptanes (2) with high diastereoselectivity. A kinetic study as well as semiempirical quantum mechanical calculations support the proposed mechanism.
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页码:319 / 330
页数:12
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