Abstract
Steroidal acids and alcohols were satisfactorily bound via ester linkages to functionalised polystyrenes, and subsequently were satisfactorily detached. Best loadings were achieved by reacting polymers with acid chloride residues with steroidal alcohols in refluxing ethylbenzene. However, there appears to be a loading limit in this system corresponding to about 2.5 polymer repeat units per steroid molecule. Ketone groups in bound steroids were reduced using sodium borohydride in various solvents or aqueous potassium borohydride in phase transfer systems. The proportions of the epimeric alcohols obtained were compared with those obtained from low molecular weight analogues. The polymer appears to have very little effect on the proportions obtained, except when aqueous reagents are used and the polymer is macroporous. Olefinic groups in bound steroids were epoxidized or hydrogenated.
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