Total synthesis and structural revision of stagonolide D

TitleTotal synthesis and structural revision of stagonolide D
Publication TypeJournal Article
Year of Publication2012
AuthorsVadhadiya, PM, Puranik, VG, Ramana, CV
JournalJournal of Organic Chemistry
Volume77
Issue5
Pagination2169–2175
Date PublishedFEB
Abstract

The total synthesis of the putative structure of stagonolide D has been completed. The relative and absolute configuration of stagonolide D was established by synthesizing its optical antipode. The adopted strategy involves the construction of the central macrolide employing ring-closing metathesis (RCM), followed by selective protecting group manipulations and a final concomitant −OTBS deprotection and displacement of an −OMs placed next to it, resulting in the formation of the epoxide ring.

DOI10.1021/jo202138g
Funding Agency

Council of Scientific & Industrial Research (CSIR) - India

Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)4.564
Divison category: 
Organic Chemistry