Mo-catalyzed regio-, diastereo-, and enantioselective allylic alkylation of 3-aryloxindoles |
| |
Authors: | Trost Barry M Zhang Yong |
| |
Affiliation: | Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. bmtrost@stanford.edu |
| |
Abstract: | A highly regio-, diastereo-, and enantioselective allylic alkylation reaction mediated by a chiral molybdenum catalyst has been developed as a novel entry into synthetically versatile 3-alkyl-3-aryloxindoles. Extremely bulky nucleophiles were employed to form a quaternary center and an adjacent tertiary center asymmetrically concurrently. The regio- and diastereoselectivity of the reaction is dependent upon the steric and electronic nature of the nucleophiles to an unusual degree. A reaction mechanism based on the bonding modes of molybdenum enolate complexes was discussed. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|