A simple synthesis of (+)- and (-)-alkaloid 241D and C-4 epimers

Authors
Ciblat, S Calinaud, P Canet, JL Troin, Y
Citation
S. Ciblat et al., A simple synthesis of (+)- and (-)-alkaloid 241D and C-4 epimers, J CHEM S P1, (3), 2000, pp. 353-357
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X → ACNP
Issue
3
Year of publication
2000
Pages
353 - 357
Database
ISI
SICI code
0300-922X(2000):3<353:ASSO(A>2.0.ZU;2-Z
Abstract
An enantioselective preparation of both enantiomers of alkaloid 241D 1 and its C-4 epimer is reported. This simple and concise synthesis, seven steps from pent-3-en-2-one, involves a highly diastereoselective Mannich-type cyc lisation as the key step.