Title of article :
l-Proline-catalysed three-component domino reactions for the diastereoselective synthesis of 5,6-disubstituted 3-thiomorpholinones
Author/Authors :
Sethuraman Indumathi، نويسنده , , Subbu Perumal، نويسنده , , J. Carlos Menéndez، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2011
Pages :
5
From page :
7101
To page :
7105
Abstract :
l-Proline-catalysed three-component domino reactions of ethyl 2-[(2-oxo-2-arylethyl)sulfanyl]acetate, aromatic aldehydes and ammonia provide a rapid and facile access to novel trans-6-aroyl-5-aryl-3-thiomorpholinones. This diastereoselective reaction presumably proceeds via a domino sequence comprising enamine formation, Mannich reaction and intramolecular amidation individual steps and resulting in the generation of one C–C and two C–N bonds in a one-pot operation. The reaction also creates two contiguous stereocenters with complete diastereoselectivity.
Keywords :
Multicomponent reactions , domino reactions , Mannich reaction , Organocatalysis , Diastereoselectivity
Journal title :
Tetrahedron
Serial Year :
2011
Journal title :
Tetrahedron
Record number :
1103639
Link To Document :
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