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Enantioselective and solvent-controlled diastereoselective Mannich reaction of isatin imines with hydroxyacetone: synthesis of 3-substituted 3-aminooxindoles.
J Org Chem ; 77(7): 3589-94, 2012 Apr 06.
Artigo em Inglês | MEDLINE | ID: mdl-22375896
ABSTRACT
The diastereoselectively switchable enantioselective Mannich reaction of isatin imines with hydroxyacetone is reported. The chiral primary amino acid catalyzed this Mannich reaction to afford both anti- and syn-Mannich adducts in high yields, good diastereoselectivities, and enantioselectivities. The reason for the solvent control of the diastereoselectivity phenomenon was investigated.
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Texto completo: Disponível Coleções: Bases de dados internacionais Base de dados: MEDLINE Assunto principal: Acetona / Solventes / Iminas / Indóis / Isatina Idioma: Inglês Revista: J Org Chem Ano de publicação: 2012 Tipo de documento: Artigo País de afiliação: China