Efficient organocatalytic route for asymmetric total synthesis of stagonolide F

TitleEfficient organocatalytic route for asymmetric total synthesis of stagonolide F
Publication TypeJournal Article
Year of Publication2015
AuthorsShelke, AM, Suryavanshi, G
JournalTetrahedron Letters
Volume56
Issue45
Pagination6207-6209
Date PublishedNOV
ISSN0040-4039
Keywordsalpha-Aminooxylation, Jorgensens's asymmetric epoxidation, Macrolide, Ring-closing metathesis, Total synthesis
Abstract

A stereoselective total synthesis of Stagonolide F (98% ee) is described employing asymmetric alpha-aminooxylation, Jorgensen's asymmetric epoxidation, Brown asymmetric allylation, Steglich esterification and ring closing metathesis as key steps. The use of organocatalytic alpha-aminooxylation and Jorgensen's asymmetric epoxidation of aldehydes for the introduction of chirality makes this approach more attractive. (C) 2015 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2015.09.082
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)2.347
Divison category: 
Chemical Engineering & Process Development