A highly diastereoselective synthesis of 3-substituted isoindolin-1-one derivatives

Authors
Allin, SM Northfield, CJ Page, MI Slawin, AMZ
Citation
Sm. Allin et al., A highly diastereoselective synthesis of 3-substituted isoindolin-1-one derivatives, TETRAHEDR L, 40(1), 1999, pp. 143-146
Citations number
2
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
1
Year of publication
1999
Pages
143 - 146
Database
ISI
SICI code
0040-4039(19990101)40:1<143:AHDSO3>2.0.ZU;2-0
Abstract
A highly diastereoselective method for the synthesis of 3-substituted isoin dolin-1-ones has been developed through application of a tricyclic lactam s ubstrate as an N-acyliminium ion precursor. Ring-opening of the tricyclic l actam with triethylsilane as hydride source generates the targets with up t o exclusive levels of diastereoselectivity. This approach compliments that reported in the preceding paper. (C) 1998 Elsevier Science Ltd. All rights reserved.