- Organocatalytic enantioselective indole alkylations of alpha,beta-unsaturated ketones.
Organocatalytic enantioselective indole alkylations of alpha,beta-unsaturated ketones.
Organic & biomolecular chemistry (2007-02-23)
Wei Chen, Wei Du, Lei Yue, Rui Li, Yong Wu, Li-Sheng Ding, Ying-Chun Chen
PMID17315068
ABSTRACT
The C3-selective enantioselective Michael-type Friedel-Crafts alkylations of indoles with nonchelating alpha,beta-unsaturated alkyl ketones, catalysed by a chiral primary amine derived from natural cinchonine, were investigated. The reactions, in the presence of 30 mol% catalyst, were smoothly conducted at 0 to -20 degrees C. Moderate to good ee (47-89%) has been achieved.