The stereoselective synthesis of (+)-8β-methyltestololactone has been achieved in a thirteen-step process from (+)-O-15-methyl agathate. The synthetic strategy is the stereoselective construction of ring D by electrophilic cyclization induced by acids, and the appropriate modification of the A-ring diterpene functionality to the enone system common among steroidal hormones.
A. F. Mateos, J. D. P. Teresa and R. R. González, J. Chem. Soc., Perkin Trans. 1, 1990, 2429 DOI: 10.1039/P19900002429
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