Aziridine mediated asymmetric synthesis of alpha-benzylserine and alpha-n-butylserine

Citation
Fa. Davis et al., Aziridine mediated asymmetric synthesis of alpha-benzylserine and alpha-n-butylserine, TETRAHEDRON, 57(30), 2001, pp. 6345-6352
Citations number
54
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
0040-4020 → ACNP
Volume
57
Issue
30
Year of publication
2001
Pages
6345 - 6352
Database
ISI
SICI code
0040-4020(20010723)57:30<6345:AMASOA>2.0.ZU;2-D
Abstract
Regioselective hydrogenolysis of enantiopure 2-benzyloxyaziridine 2-carboxy lates represents a general method for the asymmetric synthesis of alpha -su bstituted serines. The aziridines are readily prepared via an aza-Darzens r eaction of the enolate of methyl 3-benzyloxy-2-bromopropanoate with an enan tiopure sulfinimine (N-sulfinyl imine). (C) 2001 Elsevier Science Ltd. All rights reserved.