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

Authors
Acherki, H Alvarez-Ibarra, C Barrasa, A de Dios, A
Citation
H. Acherki et al., Sulfoxide-mediated diastereoselective Michael additions. New enantioselective synthesis of C-4 substituted 2-pyroaminoadipic acids, TETRAHEDR L, 40(31), 1999, pp. 5763-5766
Citations number
27
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
31
Year of publication
1999
Pages
5763 - 5766
Database
ISI
SICI code
0040-4039(19990730)40:31<5763:SDMANE>2.0.ZU;2-T
Abstract
Diastereoselective reactions of suitably functionalized homochiral beta-imi nosulfoxides with Michael accepters provide a new and efficient route for t he asymmetric synthesis of C-4 substituted 2-pyroaminoadipates. Extension o f the scope of the sulfoxide-mediated aza-enolate conjugate addition (Hua's reaction) has also been explored. (C) 1999 Elsevier Science Ltd. All right s reserved.