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Enantioselective Iodolactonization Catalyzed by Chiral Quaternary Ammonium Salts Derived from Cinchonidine.
- Source :
-
Journal of Organic Chemistry . 4/16/2004, Vol. 69 Issue 8, p2874-2876. 3p. 2 Diagrams, 3 Charts. - Publication Year :
- 2004
-
Abstract
- Chiral quaternary ammonium salts derived from cinchonidine have been applied to catalyze the stereoselective iodolactonizations of trans-5-aryl-4-pentenoic acids leading to a mixture of two regioselectively iodolactonized products with fair to excellent yield (37-98%) and moderate enantioselectivity (exo = 42.0% ee, endo = 31.0% ee) under mild conditions. This work is the first example of asymmetric iodolactonization reaction in the presence of less than a stoichiometric amount of chiral reagent. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 69
- Issue :
- 8
- Database :
- Academic Search Index
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 13001451
- Full Text :
- https://doi.org/10.1021/jo035719e