Synthesis of acremines A, B and F and studies on the bisacremines

Winter, Nils and Trauner, Dirk (2019): Synthesis of acremines A, B and F and studies on the bisacremines. In: Beilstein Journal of Organic Chemistry, Vol. 15: pp. 2271-2276

Abstract

The acremines are a family of meroterpenoids isolated from fungi of the genus Acremonium. Here, we present the asymmetric total synthesis of acremine F which hinges on a modestly enantioselective dihydroxylation and a subsequent kinetic resolution via a highly selective asymmetric reduction. Chemoselective oxidation of acremine F gave access to acremines A and B. The dimerization of acremine F to bisacremine E was investigated but could not be achieved, shedding light on the formation of the acremine dimers in nature.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 1860-5397
• Language: English