Title: Enantioselective Organocatalysis of Strecker and Mannich Reactions Based on Carbohydrates
Abstract: Abstract Efficient organocatalysts for enantioselective Strecker and Mannich reactions were constructed from glucosamine as a readily accessible chiral scaffold. A variety of aromatic aldimines were subjected to hydrocyanation with good to excellent yield (72–98 %) and, in part, high enantioselectivity (69–95 % ee ). Influence of the catalyst architecture on the enantioselectivity obviously arises from restrictions imposed on the conformational flexibility of the monosaccharidic backbone. In the asymmetric Mannich reaction moderate yields (up to 76 %) and enantioselectivities (up to 58 % ee ) have been achieved with the described catalyst.
Publication Year: 2007
Publication Date: 2007-02-02
Language: en
Type: article
Indexed In: ['crossref']
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Cited By Count: 71
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