Title of article
Direct asymmetric aldol reaction co-catalyzed by l-proline and group 12 elements Lewis acids in the presence of water
Author/Authors
Penhoat، نويسنده , , Maël and Barbry، نويسنده , , Didier and Rolando، نويسنده , , Christian، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2011
Pages
4
From page
159
To page
162
Abstract
An approach based on combinations of various water compatible Lewis acids and l-proline co-catalysts has been evaluated for the direct asymmetric aldol reaction. From this broad screening, chloride salts from group 12 elements (ZnCl2, CdCl2, HgCl2) lead to the highest stereoselectivities. Optimized catalytic conditions (catalytic system: l-proline: 20%/ZnCl2: 10%; solvent mixture: DMSO/H2O, 8:2) gave anti aldol products with improved enantioselectivity (>99% ee) compared to a moderately stereoselective procedure based on proline activation only.
Keywords
aldol reaction , Dual activation , Lewis acids , proline
Journal title
Tetrahedron Letters
Serial Year
2011
Journal title
Tetrahedron Letters
Record number
1876340
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