97274-97-0Relevant academic research and scientific papers
SILVER(1) ION CATALYZED SUBSTITUTION REACTIONS: STEREOELECTRONIC CONTROL IN AN SN1 MECHANISM
Koga, Toshitaka,Nogami, Yasuyoshi
, p. 3075 - 3078 (1981)
Stereochemistry of the acetolysis of 4- , 6α- , and 6β-bromocholest-4-en-3-ones using silver acetate was established, and the reactions were interpreted to proceed via a stereoelectronically controlled SN1 mechanism.
SYNTHESIS WITH MANGANIC SALTS; PART III: SYNTHESIS OF 1,4-DIKETONES THROUGH MANGANIC ACETATE-MEDIATED ADDITION OF KETONE TO ISOPENTENYL SULFONES. ACETOXYLATION OF Β,Γ-UNSATURATED KETONES BY MANGANOUS AND CUPRIC ACETATES
Breuilles, Pascal,Uguen, Daniel
, p. 705 - 720 (2007/10/02)
Conditions have been found to selectively add ketones to isopentenyl sulfones.The major product, a ketone bearing a methylene group at the γ position, gave upon ozonolysis the corresponding 1,4-diketone.The usefulness of the overall process was illustrated by the efficient syntheses of jasmone and of one half of pyrenophorine.The γ-acetoxy conjugated enones that invariably formed during these additions resulted from the oxidation of an isomeric β,γ-unsaturated ketone by manganous and cupric acetates.Such an acetoxylation has been used to prepare 6β-acetoxy-cholestenone from cholesterol and also to prepare chrysanthemic acid.
