Stereochemically controlled syntheses of indole-substituted dihydrofuran-2-ones and a pyrrolidin-2-one

Authors
Boisbrun, M Kovacs-Kulyassa, A Jeannin, L Sapi, J Toupet, L Laronze, JY
Citation
M. Boisbrun et al., Stereochemically controlled syntheses of indole-substituted dihydrofuran-2-ones and a pyrrolidin-2-one, TETRAHEDR L, 41(50), 2000, pp. 9771-9775
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
50
Year of publication
2000
Pages
9771 - 9775
Database
ISI
SICI code
0040-4039(200012)41:50<9771:SCSOID>2.0.ZU;2-L
Abstract
In order to obtain constrained analogues of tryptophane, five-membered lact ams and lactones bearing 4-indolyl and 3-carboxylic groups were prepared in a completely diastereoselective manner, resulting in a traits relationship . Furthermore, the use of chiral precursors in the synthesis yielded enanti omerically pure compounds with three contiguous chiral centres. (C) 2000 El sevier Science Ltd. All rights reserved.