Asymmetric synthesis of alpha-substituted propynyl amines. Application to the preparation of a polysubstituted dihydroisoindoline framework

Authors
Blanchet, J Bonin, M Micouin, L Husson, HP
Citation
J. Blanchet et al., Asymmetric synthesis of alpha-substituted propynyl amines. Application to the preparation of a polysubstituted dihydroisoindoline framework, TETRAHEDR L, 42(18), 2001, pp. 3171-3173
Citations number
10
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
18
Year of publication
2001
Pages
3171 - 3173
Database
ISI
SICI code
0040-4039(20010430)42:18<3171:ASOAPA>2.0.ZU;2-V
Abstract
A new route towards the asymmetric preparation of alpha -substituted propyn ylamines has been developed. The key step involved a diastereoselective add ition of diethylalkynylaluminum to oxazolidines derived from R-(-)-phenylgl ycinol. The use of this reaction for the rapid preparation of a polysubstit uted isoindoline framework is described. (C) 2001 Elsevier Science Ltd. All rights reserved.