Modified Pictet-Spengler reaction. A highly diastereoselective approach to1,2,3-trisubstituted-1,2,3,4-tetrahydro-beta-carbolines using perhydro-1,3-heterocycles

Authors
Singh, K Deb, PK Venugopalan, P
Citation
K. Singh et al., Modified Pictet-Spengler reaction. A highly diastereoselective approach to1,2,3-trisubstituted-1,2,3,4-tetrahydro-beta-carbolines using perhydro-1,3-heterocycles, TETRAHEDRON, 57(37), 2001, pp. 7939-7949
Citations number
58
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
37
Year of publication
2001
Pages
7939 - 7949
Database
ISI
SICI code
0040-4020(20010910)57:37<7939:MPRAHD>2.0.ZU;2-0
Abstract
A flexible variant of the Pictet-Spengler reaction employing oxazinanes as synthetic equivalents of several carbonyl compounds has been developed. Usi ng acid catalyzed one pot condensation of perhydro-1,3-heterocycles various 1,3-disubstituted and 1,2,3-trisubstituted-1,2,3,4-tetrahydro-beta -carbol ines (THBCs) have been synthesized diastereoselectively. (C) 2001 Elsevier Science Ltd. All rights reserved.