A straightforward synthesis of protected isostatine from achiral precursors using the asymmetric chelate Claisen rearrangement

Citation
U. Kazmaier et A. Krebs, A straightforward synthesis of protected isostatine from achiral precursors using the asymmetric chelate Claisen rearrangement, TETRAHEDR L, 40(3), 1999, pp. 479-482
Citations number
29
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
3
Year of publication
1999
Pages
479 - 482
Database
ISI
SICI code
0040-4039(19990115)40:3<479:ASSOPI>2.0.ZU;2-X
Abstract
Starting from achiral TFA-protected glycine crotyl ester (3) the interestin g, suitable protected, enantiomerically pure beta-hydroxy-gamma-amino acid isostatine (7) was synthesized in only four steps. The amino acid obtained can directly be introduced into peptides. (C) 1998 Elsevier Science Ltd. Al l rights reserved.