Asymmetric Mannich reactions catalyzed by proline and 4-hydroxyproline derived organocatalysts in the presence of water
作者： Eva Veverková , Lucia Liptáková , Miroslav Veverka , Radovan Šebesta
DOI: 10.1016/J.TETASY.2013.03.016
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摘要: Abstract The ability of amphiphilic catalysts based on proline and 4-hydroxyproline to catalyze the Mannich reaction in aqueous media is reported. With a 4- tert -butyldimethylsiloxy-substituted organocatalyst derived from N -prolylsulfonamide, cyclohexanone with iminoglyoxylate proceeds high enantioselectivity (>99% ee for syn -diastereomer). This catalyst was also successfully applied an tetrahydro-2 H -pyran-2,6-diol give corresponding 2,3-disubstituted tetrahydropyridine up 95:5 dr 98% ee.
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