Synthesis of Isochroman-1, 3-diones A New Synthesis of (±) Sclerin

Abstract

(±)Sclerin (4, 5, 6, 7-tetramethyl-8-hydroxyisochroman-1, 3-dione), a mycerial extracts of Sclerotinia libertiana, and related compounds were synthesized. Alkylated-7-hydroxyindanones were obtained from alkylated phenols and α-bromobutyrylbromide, and these indanone derivatives were treated with benzaldehyde to give 2-benzylidene-7-hydroxyindanone deri-vatives. By ozonolysis of these benzylidene-indanones were obtained 8-hydroxyisochroman-1, 3-diones.