Enantioselective Total Synthesis of (+)-Salimabromide Reveals Almost Racemic Nature of Natural Salimabromide

Autor:	André Palm, Dirk Menche, Björn Schmalzbauer, Christopher Knopf
Rok vydání:	2019
Předmět:	Allylic rearrangement 010405 organic chemistry Stereochemistry Chemistry Organic Chemistry Salimabromide Enantioselective synthesis Total synthesis 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences Reagent Physical and Theoretical Chemistry
Zdroj:	Organic letters. 21(6)
ISSN:	1523-7052
Popis:	The enantioselective total synthesis of (+)-salimabromide was accomplished by a concise two-step conversion of the fully functionalized dibromo-tetraline core, involving a one-pot Baeyer-Villiger/allylic oxidation by an innovative radical reagent combination. This route unequivocally resolves the stereochemistry and reveals the highly unusual, almost racemic nature of natural salimabromide.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3af2b86e97f20b286966652a07cf979a https://pubmed.ncbi.nlm.nih.gov/30840465 Zobrazit plný text záznamu