Abstract
Sorokinianin ( 1), an inhibitor of barley germination, was synthesized in optically active form employing d-carvone as the only chiral source. The key steps are stereoselective intra- and intermolecular aldol reactions to construct the bicyclo[3.2.1]octane system and to introduce the lactone moiety, respectively. Our synthetic 1 showed dextrorotation and the absolute configuration of natural 1 was confirmed to be 1 R,4 R,5 S,6 R,8 S,13 S,2′ R.
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