Other bioactive products U 1300Stereoselective Cyclization of Allenoates Containing Carbonyl Functionalities Mediated Mo(CO) 6 : Synthesis of Canadensolide and Sporothriolide. -Allenoate-aldehydes (IV), precursors for the cyclocarbonylation process, are obtained by conversion of butynoic acid (II) with alcohol (I) under Mitsunobu conditions. Fortunately, the propargyl moiety is isomerized to an allenoate during the procedure. After removal of the protecting group and oxidation of the OH-group, aldehydes (IV) are obtained in good yields. Key findings in the cyclocarbonylation are the use of Mo(CO) 6 as a reagent, superior to other molybdenum carbonyls, and DMSO as an additive. Unfortunately, canadensolide (VIIb) and sporothriolide (VIIc) are only obtained as mixtures of diastereomers. -(KWON, J.; GONG, S.; WOO, S.-H.; YU*, C.-M.; Bull. Korean Chem.
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