The oxidation of progesterone under GoAggIII conditions
1991 ◽
Vol 56
(5)
◽
pp. 984-990
◽
Keyword(s):
The oxidation of pregn-4-ene-3,20-dione (progesterone) by the GoAggIII system (aqueous hydrogen peroxide, ferric chloride, picolinic acid in pyridine-acetic acid solution) has been investigated. Two tri-keto derivatives were isolated and identified as pregn-4-ene-3,6,20-trione and pregn-4-ene-3,12,20-trione. The third major product isolated was identified as the unstable 5α-formyl-A-nor-pregnane-3,20-dione, which deformylated spontaneously to A-nor-5β-pregnane-3,20-dione. A mechanism for the A-ring contraction is proposed, based upon the participation of a carbon-Fe(V) intermediate.
Keyword(s):
Keyword(s):
2016 ◽
Vol 10
(2)
◽
pp. 135-139
◽
1975 ◽
Vol 40
(7)
◽
pp. 2084-2092
◽
Keyword(s):
2010 ◽
Vol 82
(2)
◽
pp. 251-255
◽
2002 ◽
Vol 10
(4-6)
◽
pp. 385-389
◽
1968 ◽
pp. 93
◽
2018 ◽
Vol 31
(10)
◽
pp. 1098-1108
◽
Keyword(s):
1944 ◽
Vol 66
(10)
◽
pp. 1752-1755
◽
1952 ◽
Vol 74
(17)
◽
pp. 4387-4391
◽
Keyword(s):