Abstract

(±)7,7a-Dihydro-1β-hydroxy-7aβ-methyl-5(6H)-indanone was resolved via the hydrogen phthalate-brucine salt. The dextrorotatory enantiomer (+) 4 was then converted in a 5-step stereospecific total synthesis to the important BCD tricyclic intermediate (−) 13. The synthesis also adds additional proof for the absolute configuration of the bicyclic keto alcohol (+) 4 by correlation with (±_ 13, a known degradation product of natural steroids.

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