Chemical and Pharmaceutical Bulletin p. 1698 - 1707 (1993)
Update date:2022-07-30
Topics:
Yasui
Kawada
Kagawa
Tokura
Kitadokoro
Ikenishi
Enantioselective total synthesis of the labdane diterpene (-)-1, was achieved starting from the R-(-)-enantiomer of the Wieland-Miescher ketone (3). The enantiomer (+)-1 was obtained by partial synthesis via microbial transformation of sclareol (24). These results established that the natural compound (+)-1, a platelet aggregation inhibitor, has a normal absolute stereochemistry like that of manool (2). The B-norlabdane-related compound 44 was also synthesized using a novel ring contraction reaction.
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