SYNTHESIS OF A NOVEL, CONFORMATIONALLY RESTRICTED ANALOG OF TRYPTOPHAN

Authors
FRANCESCHETTI L GARZONABURBEH A MAHMOUD MR NATALINI B PELLICCIARI R
Citation
L. Franceschetti et al., SYNTHESIS OF A NOVEL, CONFORMATIONALLY RESTRICTED ANALOG OF TRYPTOPHAN, Tetrahedron letters, 34(19), 1993, pp. 3185-3188
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
19
Year of publication
1993
Pages
3185 - 3188
Database
ISI
SICI code
0040-4039(1993)34:19<3185:SOANCR>2.0.ZU;2-1
Abstract
The synthesis of a new, conformationally restrained analog of tryptoph an, ,4-tetrahydro-2-amino-2-carboxy-cyclopent[b]indole (5) is describe d. The key step involves the BF3. Et2O catalyzed intramolecular cycliz ation of alpha-diazoketone 2b into the 1,2,3,4-tetrahydro-cyclopent[b] indol-2-one (3).