A novel approach for the asymmetric synthesis of (3S,4R)-3-amino-4-alkyl-2-piperidinones: conformationally constrained dipeptides

Authors
Flamant-Robin, C Wang, Q Sasaki, NA
Citation
C. Flamant-robin et al., A novel approach for the asymmetric synthesis of (3S,4R)-3-amino-4-alkyl-2-piperidinones: conformationally constrained dipeptides, TETRAHEDR L, 42(48), 2001, pp. 8483-8484
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
48
Year of publication
2001
Pages
8483 - 8484
Database
ISI
SICI code
0040-4039(20011126)42:48<8483:ANAFTA>2.0.ZU;2-6
Abstract
A straightforward method is developed for the synthesis of enantiopure (3S, 4R)-3-amino-4-alkyl-2-piperidinone derivatives, six-membered lactam-bridged dipeptides, via highly diastereofacial selective 1,4-addition of organocup rate to the chiral oxazolidine alpha,beta -unsaturated ester 1 as the key s tep. (C) 2001 Elsevier Science Ltd. All rights reserved.