
Journal of the American Chemical Society p. 593 - 601 (1983)
Update date:2022-07-29
Topics:
Hsu
Wang
Latimer
Sih
A total synthesis of ( plus )-compactin (ML-236B), a potent inhibitor of 3-hydroxy-3-methylglutaryl coenzyme A reductase, is presented. The key chiral hexahydronaphthalene intermediate was efficiently synthesized in 70% overall yield from the optically active diol. In turn, the diol was obtained via microbiological reduction of the racemic dione. ( plus )-Compactin was prepared in 14 steps from the chiral hexahydronaphthalene intermediate in 0. 8% yield. Refs.
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(1952)