Enantioselective Biomimetic Total Syntheses of Katsumadain and Katsumadain C

Abstract

Enantioselective total syntheses of katsumadain and katsumadain C were achieved concisely through a biomimetic approach. Assembly of styryl-2-pyranone (<b>3</b>) and monoterpene <b>6</b> via acid-promoted regio- and stereoselective C–C bond formation afforded katsumadain (<b>2</b>), which underwent the photoinduced [2 + 2] dimerization in a head-to-tail mode to furnish katsumadain C (<b>1</b>)