Organocatalytic route to the synthesis of (6S)-5,6-dihydro-6-[(2R)-2-hydroxy-6-phenylhexyl]-2H-pyran-2-one and ravensara lactones

TitleOrganocatalytic route to the synthesis of (6S)-5,6-dihydro-6-[(2R)-2-hydroxy-6-phenylhexyl]-2H-pyran-2-one and ravensara lactones
Publication TypeJournal Article
Year of Publication2011
AuthorsDwivedi, N, Tripathi, D, Kumar, P
JournalTetrahedron-Asymmetry
Volume22
Issue18-19
Pagination1749-1756
Date PublishedOCT
ISSN0957-4166
Abstract

An organocatalytic enantioselective synthesis of the title compounds has been achieved. The stereogenic centers were generated by the iterative use of proline catalyzed alpha-aminoxylations and HWE olefination of aldehydes while the lactone ring was constructed by ring closing metathesis. (C) 2011 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetasy.2011.09.017
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.652
Divison category: 
Organic Chemistry