STEREOSELECTIVE [2,3]-WITTIG REARRANGEMENT OF (1S,2R)-1-AMINO-INDAN-2-OL DERIVED AMIDE ENOLATES

Authors
KRESS MH YANG CH YASUDA N GRABOWSKI EJJ
Citation
Mh. Kress et al., STEREOSELECTIVE [2,3]-WITTIG REARRANGEMENT OF (1S,2R)-1-AMINO-INDAN-2-OL DERIVED AMIDE ENOLATES, Tetrahedron letters, 38(15), 1997, pp. 2633-2636
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
15
Year of publication
1997
Pages
2633 - 2636
Database
ISI
SICI code
0040-4039(1997)38:15<2633:S[RO(>2.0.ZU;2-E
Abstract
An efficient, diastereoselective [2,3]-Wittig rearrangement of alpha-a llyloxyamide enolates has been developed using (IS,2R)-1-amino-indan-2 -ol as a chiral auxiliary. After auxiliary removal, the resultant opti cally active alpha-hydroxy acids have been transformed to functionaliz ed amino acid derivatives. (C) 1997 Elsevier Science Ltd.