Molecular photochemistry. XXXVI. Photochemistry of some .alpha.-oxopropiophenones. Evidence for an unusual cyclic transition state for hydrogen abstraction

1970 ◽  
Vol 92 (25) ◽  
pp. 7467-7470 ◽  
Author(s):  
Nicholas J. Turro ◽  
Ta-Jyh. Lee
1972 ◽  
Vol 50 (6) ◽  
pp. 706-709 ◽  
Author(s):  
L. Tan ◽  
H. M. Wang ◽  
P. Falardeau

The fragmentation of 17α-hydroperoxypregnenolone and 17α-hydroperoxyprogesterone by electron impact and thermolysis is described. It is shown that the fragmentation pattern follows a common pathway for both compounds, determined exclusively by the substituents at ring-D. A new reaction in steroid chemistry, termed deoxygenation, is discovered and its mechanism explained by intramolecular hydrogen abstraction via a six-membered cyclic transition state involving the 20-ketone group.


1983 ◽  
Vol 24 (42) ◽  
pp. 4621-4624 ◽  
Author(s):  
Cosme G Francisco ◽  
Raimundo Freire ◽  
Rosendo Hernández ◽  
Maria C Medina ◽  
Ernesto Suárez

2018 ◽  
Vol 130 (46) ◽  
pp. 15301-15305 ◽  
Author(s):  
Maoping Pu ◽  
Italo A. Sanhueza ◽  
Erdem Senol ◽  
Franziska Schoenebeck

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