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Highly Enantioselective Fluorination of Unprotected 3-Substituted Oxindoles: One-Step Synthesis of BMS 204352 (MaxiPost).
- Source :
-
Journal of Organic Chemistry . 10/19/2012, Vol. 77 Issue 20, p9148-9155. 8p. - Publication Year :
- 2012
-
Abstract
- The catalytic enantioselective fluorination of N--H-free 3-substituted oxindoles was accomplished by a Sc(III)/N,N'-dioxide complex. Under mild reaction conditions, a series of 3-aryl- and 3-alkyl-3-fluoro-2-oxin doles were obtained in excellent yields (up to 9896) and enantioselectivities (up to 99% ee) by using N-fluorobisbenzenesulfonimide (NFSI) as the fluorination agent MaxiPost was synthesized efficiently in 81% yield with 96% ee. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 77
- Issue :
- 20
- Database :
- Academic Search Index
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 83146568
- Full Text :
- https://doi.org/10.1021/jo301705t