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摘要
The direct organocatalytic enantioselective benzylation by using toluenes and ,-unsaturated aldehydes is presented. The reaction is catalyzed by tert-butyldimethylsilyl-protected diphenylprolinol in the presence of a mild organic base and proceeds with excellent yields and enantioselectivities up to %26gt;99%ee. This reactivity is based on a synergistic effect between the iminium ion intermediate and the base-activated toluene. Toluene derivatives having various electron-withdrawing substituents were also applied in this unprecedented transformation. The synthetic potential is demonstrated by manipulations of the products to, for example, biologically active phenylbenzazepines.
- 出版日期2013-8
