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  1. 1 Asymmetric Catalysis

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  1. 1 2015

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  1. 1 León C. M.

  2. 1 Moyano A.

  3. 1 Valero G.

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Solvent-controlled diastereoselectivity in tryptophan-catalyzed Mannich reactions

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Valero G., León C. M., Moyano A.
Asymmetric Catalysis
|
2015
|
vol. 2
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issue 1
EN
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).
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