Journal of the Chemical Society. Chemical communications p. 24 - 25 (1982)
Update date:2022-08-03
Topics:
Chatterjee, Amareshwar
Chaudhuri, Swadesh R. Ray
Chatterjee, Swapan K.
Catalytic hydrogenation (Pd/C, 10percent) of the hexahydro-3-oxophenanthrene (2a) in acidic medium gave the trans-fused octahydrophenanthrene ring system (5b) predominantly, whereas reduction of (2a-c) with LiAlH4 followed by oxidation gave exclusively the cis-fused systems (4a), (4c), and (4e), respectively; the products (4a) and (5b) have been elaborated to the 10βH and 10αH isomers, respectively, of 5,12-dimethyl-5β-gonane-8,11,13-triene-17-one.
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