Abstract:
:A short and efficient synthesis of steroid synthons, di(tert-butyldimethylsilyl) ethers of 3,21-dihydroxy-24-nor-chol-5-en-23-al (8 and 10) and of ethyl 3,21-dihydroxy-25-homo-chola-5,23-dien-25-oate (9 and 11), having natural (20R) and unnatural (20S) configuration from 3β-(tert-butyldimethylsilyloxy)-14α,20ξ-card-5-enolide (2) is reported. Further elongation of the side chain of these synthons provides a new method for the synthesis of (20R) and (20S)-21-hydroxy steroids. The utility of the method was exemplified by the synthesis of a natural marine sterol - 21-hydroxycholesterol (18).
journal_name
Steroidsjournal_title
Steroidsauthors
Koenig H,Skiera I,Błaszczyk K,Paryzek Zdoi
10.1016/j.steroids.2011.01.010subject
Has Abstractpub_date
2011-04-01 00:00:00pages
517-23issue
5eissn
0039-128Xissn
1878-5867pii
S0039-128X(11)00039-0journal_volume
76pub_type
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