A process was disclosed for the epoxidn. of 17-oxo-15,16-methylene steroids, such as I [R3a = R4 = R7 = H, R3b = OH, R5R6 = bond; R3aR3b = O, R4R5 = bond, R6R7 = CH2; R3a = R4 = H, R3b = R5 = OH, R6R7 = CH2], and comprised the use of sulfoxonium ylides, in particular trimethylsulfoxonium iodide.  The process allows the prepn. of 17-spiro epoxides with good yields which can be easily transformed into therapeutically useful 17-spironolactone-steroids, such as drospirenone (II).

Epoxidation of 17-oxo-15,16-methylene steroids with sulfoxonium ylides

RODRIQUEZ, Manuela;
2008

Abstract

A process was disclosed for the epoxidn. of 17-oxo-15,16-methylene steroids, such as I [R3a = R4 = R7 = H, R3b = OH, R5R6 = bond; R3aR3b = O, R4R5 = bond, R6R7 = CH2; R3a = R4 = H, R3b = R5 = OH, R6R7 = CH2], and comprised the use of sulfoxonium ylides, in particular trimethylsulfoxonium iodide.  The process allows the prepn. of 17-spiro epoxides with good yields which can be easily transformed into therapeutically useful 17-spironolactone-steroids, such as drospirenone (II).
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11386/3121454
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