Abstract：
:As demonstrated for pregnenolone, saturated ketones are conveniently alpha-hydroxymethylated by their transformation into a lithium enolate and by the reaction of the latter with formaldehydr. The 17-hydroxymethylpregnenolone prepared by this method in very good yield was readily converted to 17-hydroxymethylprogesterone; either by selective acetylation in position 17(1) and subsequent Jones oxidation, followed by hydrolysis, or by conversion to the 4,5-dibromo 3-ketone - by bis(tri-n-butyltin)oxide-bromine oxidation or by dibromination and oxidation with N-bromoacetamde - and debromination with zinc and acetic acid.
journal_name
Steroidsjournal_title
Steroidsauthors
Mukherjee D,Engel CRdoi
10.1016/s0039-128x(79)80021-5subject
Has Abstractpub_date
1979-11-01 00:00:00pages
597-604issue
5eissn
0039-128Xissn
1878-5867pii
S0039-128X(79)80021-5journal_volume
34pub_type
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