SYNTHESIS OF (k) - 6,8-DIHYDROXY-3- ISOPROPYL-7-METHYLISOCHROMAN

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Abstract:

The title isochroman ( 8 ) was synthesized as a suitable substrate for acetoxylation studies leading to an intermediate of type (4), expected to afford, on condensation with diketen, the fungal metabolite "rotiorin" type linear product (1). Cyclocondensation of alcohol (6), obtained by the reduction of ketone (5) with paraform in the presence of anhydrous aluminum chloride afforded the dimethoxyisochroman (7). Demethylation of (7) using boron tribromide in dichloromethane furnished the title isochroman (8).

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Journal title

volume 5  issue 3

pages  -

publication date 1994-12-01

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