Asymmetric synthesis of trans-2,3-disubstituted indoline derivatives
Kyoung Hee Kang1, Junghwan Do, Yong Sun Park
1Department of Chemistry, Konkuk University, Seoul 143-701, Korea.
Abstract:
A novel method for asymmetric synthesis of trans-2,3-disubstituted indolines has been developed. The strategy involves the (-)-sparteine-mediated electrophilic substitution of 2-benzyl N-pivaloylaniline with aromatic or α,β-unsaturated aldehydes and subsequent intramolecular nucleophilic substitution. The simple protocol for two-step process can produce highly enantioenriched indolines 3a-o up to 98:2 er.
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