Tetrahedron

The absolute configuration of the dicipiene diterpenes

KD Croft, EL Ghisalberti, PR Jeferries, AD Stuart

Index: Croft, K. D.; Ghisalberti, E. L.; Jefferies, P. R.; Stuart, A. D. Tetrahedron, 1981 , vol. 37, p. 383 - 387

Full Text: HTML

Citation Number: 6

Abstract

The absolute configuration of the decipiene diterpenes has been determined by degradation to 4R-4-(2-methoxy-4-methylphenyl)-pentanoic acid. Photolysis of 1, 18-diacetoxy-13- oxodecipi-14-ene proceeds through a novel photochemical reaction, formally a [2+ 2] cycloreversion, to generate a key intermediate for the degradation.