Enantio- and diastereocontrolled total synthesis of (+)-strictifolione

TitleEnantio- and diastereocontrolled total synthesis of (+)-strictifolione
Publication TypeJournal Article
Year of Publication2010
AuthorsKumar, P, Pandey, M, Gupta, P, S. Naidu, V, Dhavale, DD
JournalEuropean Journal of Organic Chemistry
Issue36
Pagination6993-7004
Date PublishedDEC
ISSN1434-193X
KeywordsAsymmetric synthesis, Hydrolytic kinetic resolution, lactones, Natural products, organocatalysis, Ring-closing metathesis, Total synthesis
Abstract

A concise and practical enantioselective synthesis of (+)-strictifolione has been achieved in high diastereomeric excess using Jacobsen's hydrolytic kinetic resolution, proline-catalyzed sequential alpha-aminoxylation and Horner-Wadsworth-Emmons olefination of aldehyde and cross olefin/ring-closing metathesis as the key steps.

DOI10.1002/ejoc.201001221
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)3.206
Divison category: 
Organic Chemistry