Asymmetric photodeconjugation of ammonium ene-carboxylates:: temperature effects and evidence for the α-carbon of the dienolic species as a latent trigonal centre

被引:29
作者
Hénin, F [1 ]
Létinois, S [1 ]
Muzart, J [1 ]
机构
[1] Univ Reims, CNRS, Unite Mixte Rech React Select & Applicat, F-51687 Reims 2, France
关键词
D O I
10.1016/S0957-4166(00)00151-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The diastereoselective photodeconjugation of CH2Cl2 solutions of enantiopure ammonium ene-carboxylates was studied and the results compared with those of the enantioselective photodeconjugation of ene-esters in the presence of catalytic amounts of chiral aminoalcohols. We have observed a significant entropic effect and shown that a C-beta control of the selectivity is operative in the asymmetric protonation of the photodienolic species, (C) 2000 Elsevier Science Ltd. All rights reserved.
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页码:2037 / 2044
页数:8
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