Dehydration triggered asymmetric hydrogenation of 3-(α-hydroxyalkyl)indoles
- 24 January 2011
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Science
- Vol. 2 (4), 803-806
- https://doi.org/10.1039/c0sc00614a
Abstract
Highly enantioselective hydrogenation of 3-(α-hydroxyalkyl)indoles promoted by a Brønsted acid for dehydration to form a vinylogous iminium intermediate in situ was developed with Pd(OCOCF3)2/(R)-H8-BINAP as catalyst with up to 97% ee. This methodology provides an efficient and rapid access to chiral 2,3-disubstituted indolines.Keywords
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