Total synthesis of 14β-hydroxy-4,9(11)- androstadiene-3,17-dione
1979 ◽
Vol 57
(11)
◽
pp. 1397-1398
◽
Keyword(s):
The title compound 8, a potential intermediate in the total synthesis of cardiac-active principles and other polyfunctional steroids, is prepared in nine steps using methyl vinyl ketone and 2-methylcyclohexane-1,3-dione as starting materials and acetylene and 2-methylcyclopentane-1,3-dione as additional sources of carbon atoms. In a crucial aldol condensation leading to the closure of steroid ring C, an efficient asymmetric induction by one chiral center leads to the establishment of three new chiral centers.
Keyword(s):
1968 ◽
Vol 0
(18)
◽
pp. 1104-1105
◽
Keyword(s):
1987 ◽
Vol 106
(1)
◽
pp. 273-279
◽
1991 ◽
Vol 47
(1)
◽
pp. 329-336
◽
Keyword(s):
2002 ◽
Vol 13
(21)
◽
pp. 2311-2316
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Keyword(s):