Total synthesis of (–)-sacidumlignans B and D

TitleTotal synthesis of (–)-sacidumlignans B and D
Publication TypeJournal Article
Year of Publication2012
AuthorsRout, JKumar, Ramana, CV
JournalJournal of Organic Chemistry
Volume77
Issue3
Pagination1566–1571
Date PublishedJAN
Abstract

The first total synthesis of naturally occurring sacidumlignans A (1), B (2), and D (4) was executed and the absolute configuration of 2 and 4 was determined. A diastereoselective α- methylation of a lactone was used as the key step for the control of the chiral centers of the central lignan core. An acid mediated dehydrative cyclization of an aldehyde to construct the dihydronaphthalene unit of 2 and the aromatization of the intermediate dihydronaphthalene derivative to synthesize 1 are the key reactions employed in this regard.

DOI10.1021/jo2021696
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