A remote substituent as a control element in indium-mediated allylation reactions in aqueous media: highly diastereoselective synthesis of 1,3-amino alcohols

Authors
Loh, TP Huang, JM Xu, KC Goh, SH Vittal, JJ
Citation
Tp. Loh et al., A remote substituent as a control element in indium-mediated allylation reactions in aqueous media: highly diastereoselective synthesis of 1,3-amino alcohols, TETRAHEDR L, 41(33), 2000, pp. 6511-6515
Citations number
36
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
33
Year of publication
2000
Pages
6511 - 6515
Database
ISI
SICI code
0040-4039(20000812)41:33<6511:ARSAAC>2.0.ZU;2-8
Abstract
A new method for the stereoselective synthesis of 1,3-amino alcohols based on the indium-mediated allylation of keto ester (R,S)-2 in aqueous media, r esulting from shielding of one face by a remote substituent, was developed to be a useful method for acyclic stereocontrol in the absence of any obvio us steric interaction. (C) 2000 Elsevier Science Ltd. All rights reserved.