Remote photocyclization of (dibenzylamino)ethyl benzoylacetate. Intramolecular hydrogen abstraction through a ten-membered cyclic transition state

1985 ◽  
pp. 363 ◽  
Author(s):  
Tadashi Hasegawa ◽  
Kazuko Miyata ◽  
Takuya Ogawa ◽  
Nobutoshi Yoshihara ◽  
Michikazu Yoshioka
Keyword(s):  
Transition State ◽  
Hydrogen Abstraction ◽  
Cyclic Transition ◽  
Cyclic Transition State ◽  
Intramolecular Hydrogen

17α-Hydroperoxypregnenes. IV. A Comparative Study of their Fragmentation by Electron Impact and High Temperature Chromatography

1972 ◽  
Vol 50 (6) ◽  
pp. 706-709 ◽  
Author(s):  
L. Tan ◽  
H. M. Wang ◽  
P. Falardeau
Keyword(s):  
High Temperature ◽  
Transition State ◽  
Electron Impact ◽  
Hydrogen Abstraction ◽  
Fragmentation Pattern ◽  
Common Pathway ◽  
Cyclic Transition ◽  
Cyclic Transition State ◽  
Intramolecular Hydrogen ◽  
High Temperature Chromatography

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.

Seven-membered cyclic transition state in the alkoxy-radical induced intramolecular hydrogen abstraction of 26-hydroxy-furostans

1983 ◽  
Vol 24 (42) ◽  
pp. 4621-4624 ◽  
Author(s):  
Cosme G Francisco ◽  
Raimundo Freire ◽  
Rosendo Hernández ◽  
Maria C Medina ◽  
Ernesto Suárez
Keyword(s):  
Transition State ◽  
Hydrogen Abstraction ◽  
Alkoxy Radical ◽  
Cyclic Transition ◽  
Cyclic Transition State ◽  
Intramolecular Hydrogen
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