Palladium-catalyzed allylic alkylation of tert-butyl(diphenylmethylene)-glycinate with simple allyl esters under chiral phase transfer conditions

The first example of palladium-catalyzed allylic alkylation of an imino ester with simple allyl esters in the presence of a chiral quaternary ammonium salt is reported. The presence of molecular sieves was found to have a beneficial effect on the enantioselectivity of the reaction by scavenging wate...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2001-07, Vol.12 (11), p.1567-1571
Main Authors: Chen, Guoshu, Deng, Yijian, Gong, Liuzhu, Mi, Aiqiao, Cui, Xin, Jiang, Yaozhong, Choi, Michael C.K, Chan, Albert S.C
Format: Article
Language:English
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Summary:The first example of palladium-catalyzed allylic alkylation of an imino ester with simple allyl esters in the presence of a chiral quaternary ammonium salt is reported. The presence of molecular sieves was found to have a beneficial effect on the enantioselectivity of the reaction by scavenging water from the system. Alkylated products with e.e.s of up to 61% were obtained. Graphic
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(01)00276-2