Synthesis of 14-hydroxy steroids. Total synthesis of methyl 14β-hydroxy-1,7,17-trioxo-5β,8-androstene-10β-oate and related compounds
1990 ◽
Vol 68
(11)
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pp. 1917-1922
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Keyword(s):
The total synthesis of the title compound 22 and methyl 14α-hydroxy-5β,13α,8-androstene-1,7,17-trioxo-10β-oate 21 isomer is reported. We also describe the 1,6-Michael addition of 2-methyl-1,3-cyclopentanedione on dienone 14 and the protic ammonium salt catalyzed intramolecular Michael addition of cyclic β-ketoester on the conjugated acetylenic ketone 13. Keywords: cardenolides, steroid synthesis, aldol, Michael addition.
1995 ◽
Vol 68
(9)
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pp. 2727-2734
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1993 ◽
Vol 34
(17)
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pp. 2729-2732
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Keyword(s):
1983 ◽
Vol 48
(2)
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pp. 623-641
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Keyword(s):
1999 ◽
Vol 55
(2)
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pp. 209-215
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1974 ◽
pp. 1771
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