Proline-Catalyzed Asymmetric Formal α-Alkylation of Aldehydes via Vinylogous Iminium Ion Intermediates Generated from Arylsulfonyl Indoles
Proline-Catalyzed Asymmetric Formal α-Alkylation of Aldehydes via Vinylogous Iminium Ion Intermediates Generated from Arylsulfonyl Indoles
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DOI：
10.1002/anie.200803947
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发表时间：
2008-01-01
影响因子：
16.6
通讯作者：
Melchiorre, Paolo
中科院分区：
文献类型：
--
作者：
Shaikh, Rafik R.;Mazzanti, Andrea;Melchiorre, Paolo
The intermolecular enamine catalyzed asymmetric ‘formal’alpha-alkylation of aldehydes is described. The novel approach is founded upon the use of an alkylating reagent able to generate an highly stabilized carbocation which can readily intercept the enamine intermediate. Notably, L-proline proved the best catalyst, providing an easy route to relevant 3-indolyl derivatives 2 with high diastereo-and enantiocontrol.
