Solvent-controlled diastereoselectivity in tryptophan-catalyzed Mannich reactions

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Title:	Solvent-controlled diastereoselectivity in tryptophan-catalyzed Mannich reactions
Author:	Valero González, Guillem; León, Carlos M.; Moyano i Baldoire, Albert
Other authors:	Universitat de Barcelona
Abstract:	Solvent effects in the L-tryptophan-catalyzed Mannich reaction between hydroxyacetone and glyoxylate imines have been examined. The use of a DMSO/1-butanol (4:1 v/v) mixture as solvent at rt provided the expected Mannich adducts in good yields, high anti-diastereoselectivity (up to 10.3:1 anti/syn ratio) and excellent enantioselectivities (up to >99.9% ee for the anti isomer)
Subject(s):	-Aminoàcids -Catàlisi asimètrica -Amino acids -Enantioselective catalysis
Rights:	cc by-nc-nd (c) Valero González, Guillem et al., 2015 http://creativecommons.org/licenses/by-nc-nd/3.0/es/
Document type:	Article Article - Published version
Published by:	De Gruyter Open
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