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Sulfoxide-mediated diastereoselective Michael additions. New enantioselective synthesis of C-4 substituted 2-pyroaminoadipic acids

โœ Scribed by Hassan Acherki; Carlos Alvarez-Ibarra; Alicia Barrasa; Alfonso de Dios


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
248 KB
Volume
40
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Diastereoselective reactions of suitably functionalized homochiral I~-iminosulfoxides with Michael acceptors provide a new and efficient route for the asymmetric synthesis of C-4 substituted 2-pyroaminoadipates. Extension of the scope of the sulfoxide-mediated aza-enolate conjugate addition (Hua's reaction) has also been explored.


๐Ÿ“œ SIMILAR VOLUMES


ChemInform Abstract: Sulfoxide-Mediated
โœ Hassan Acherki; Carlos Alvarez-Ibarra; Alicia Barrasa; Alfonso de Dios ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 30 KB

Sulfoxide-Mediated Diastereoselective Michael Additions. New Enantioselective Synthesis of C-4 Substituted 2-Pyroaminoadipic Acids. -The aza-enolate of the homochiral sulfoxide (I) undergoes diastereoselective Michael reaction with the substituted acrylates (II) to yield dihydropyridones (III). The