Work

Selective bromochlorination of a homoallylic alcohol for the total synthesis of (−)-anverene

Year: 2016

Type: article

Abstract: The scope of a recently reported method for the catalytic enantioselective bromochlorination of allylic alcohols is expanded to include a specific homoallylic alcohol. Critical factors for optimization of this reaction are highlighted. The utility of the product bromochloride is demonstrated by the first total synthesis of an antibacterial polyhalogenated monoterpene, (-)-anverene.

Source: Beilstein Journal of Organic Chemistry

DOI: 10.3762/bjoc.12.129

Authors: Frederick J Seidl, Noah Z Burns

Institution: Stanford University

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

Funders: National Institutes of Health, National Institute of General Medical Sciences

Award: Selective Halogenation Reactions for the Synthesis of Chiral Bioactive Small Molecules