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Preparation of 17 β ‐(Hydroxymethyl)‐3‐methoxyestra‐1,3,5(10)‐ trien‐18‐oic Acid 18,20‐Lactone, a New C(18) ‐Oxygenated Steroid
Author(s) -
Kuhl Alexander,
Kreiser Wolfgang
Publication year - 1998
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/(sici)1522-2675(19981216)81:12<2264::aid-hlca2264>3.0.co;2-e
Subject(s) - chemistry , hydroxymethyl , steroid , lactone , stereochemistry , stereoselectivity , intramolecular force , sterol , substrate (aquarium) , side chain , organic chemistry , cholesterol , biochemistry , oceanography , polymer , hormone , geology , catalysis
Lactone 13 was synthesized by intramolecular radical‐mediated oxygenation of the angular Me(18) group of the 17 β ‐configurated sterol 3 . Several substrate‐controlled methods for stereoselective construction of the hydroxymethyl side chain of 3 were investigated.