Abstract
Irradiation of the dicyclopent-1-enyl-methane (4) in methanol leads to [2 + 2] cycloaddition, followed by in situ addition of methanol to the presumed intermediate bicyclo[2.1.0]pentane (5) producing the cis,syn,-cis-tricyclo[6.3.0.02,6]undecane (6) in high yield; the general method is applied in a synthesis of the hirsutane carbon skeleton found in hirsutic acid (1) and related natural sesquiterpenes.
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