Total Synthesis of Lycopladine A and Carinatine A via a Base-Mediated Carbocyclization

Hartrampf, Felix W. W. and Trauner, Dirk (2017): Total Synthesis of Lycopladine A and Carinatine A via a Base-Mediated Carbocyclization. In: Journal of Organic Chemistry, Vol. 82, No. 15: pp. 8206-8212

Abstract

A concise, enantioselective synthesis of lycopladine A and carinatine A is presented. Our synthetic approach hinges on the recently developed mild carbocyclization of ynones to furnish the hydrindane core of the alkaloids. Their pyridine ring was efficiently installed using the Ciufolini method. Both heterocycles of carinatine A, a rare naturally occurring nitrone, were formed in a single operation.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 0022-3263
• Language: English