Total synthesis of isatisindigoticanine H

TitleTotal synthesis of isatisindigoticanine H
Publication TypeJournal Article
Year of Publication2025
AuthorsWabale, KR, Ramana, CVenkata
JournalSynthesis-Stuttgart
Volume57
Issue18
Pagination2677-2682
Date PublishedSEP
Type of ArticleArticle
ISSN0039-7881
KeywordsChiral pool approach, Indothiazinone, Isatisindigoticanine H, Sandmeyer reaction, Total synthesis
Abstract

The first total synthesis of the naturally occurring isatisindigoticanine H has been completed by employing D-mannitol as the chiral pool precursor to install the requisite stereochemistry of the natural product. Construction of the thiazole unit by dehydrative cyclization of a alpha-halo ketone with thiourea followed by Sandmeyer's reaction and subsequent nucleophilic addition of lithiated bromothiazole to the Weinreb amide are the key reactions employed in this regard.

DOI10.1055/a-2618-0514
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.3

Divison category: 
Organic Chemistry
Database: 
Web of Science (WoS)

Add new comment