1, 4-Rearrangement of the enol acetate of 2,4-dichlorophenyl 1,2,4-triazol-1-ylmethyl ketone

1990 ◽  
Vol 39 (6) ◽  
pp. 1317-1317
Author(s):  
O. M. Radul ◽  
M. Z. Krimer
Keyword(s):  
Enol Acetate

Rhodium-Catalyzed Enantioselective Hydrogenation of (E)-Enol Acetate Acids

2013 ◽  
Vol 355 (8) ◽  
pp. 1449-1454 ◽  
Author(s):  
Giada Arena ◽  
Giuseppe Barreca ◽  
Luca Carcone ◽  
Elena Cini ◽  
Giovanni Marras ◽  
...  
Keyword(s):  
Enantioselective Hydrogenation ◽  
Enol Acetate

ChemInform Abstract: Selective Dimerization of Paired Electrolysis of Enol Acetate.

ChemInform ◽  
2010 ◽  
Vol 23 (38) ◽  
pp. no-no
Author(s):  
H. MAEKAWA ◽  
K. NAKANO ◽  
T. HIRASHIMA ◽  
I. NISHIGUCHI
Keyword(s):  
Enol Acetate

One-pot deracemisation of an enol acetate derived from a prochiral cyclohexanone

2001 ◽  
Vol 42 (34) ◽  
pp. 5959-5962 ◽  
Author(s):  
Graham R Allan ◽  
Andrew J Carnell ◽  
Wolfgang Kroutil
Keyword(s):  
One Pot ◽  
Enol Acetate

Isomérisation d'époxydes d'acétates d'énols en série pinanique

1975 ◽  
Vol 53 (5) ◽  
pp. 738-747 ◽  
Author(s):  
Yvonne Bessière ◽  
Mohamed Moncef El Gaïed ◽  
Ginette Boussac
Keyword(s):  
Hydrogen Atom ◽  
Thermal Isomerization ◽  
Zinc Bromide ◽  
Concerted Mechanism ◽  
Acid Type ◽  
Enol Acetate

The isomerization of enol acetate epoxides by zinc bromide leads to ketoacetates with retention of configuration. Thermal isomerization yields a ketoacetate with inversion of the configuration by a concerted mechanism if the oxirane does not contain a hydrogen atom. In the case of an oxirane containing hydrogen, an 'acid' type mechanism competes favorably with the concerted mechanism; the former yields a ketoacetate with retention of configuration. The isomer in which the configuration is retained is not the most stable. [Journal translation]

Synthesis of des-A-B-secocholestanes

1984 ◽  
Vol 62 (6) ◽  
pp. 1081-1084 ◽  
Author(s):  
Wojciech J. Szczepek ◽  
Jacek W. Morzycki ◽  
Zbigniew Bończa-Tomaszewski ◽  
Michał Chodyński ◽  
Władysław J. Rodewald
Keyword(s):  
Hydroxyl Group ◽  
Dioic Acid ◽  
Ruthenium Tetroxide ◽  
Enol Acetate ◽  
Synthetic Routes ◽  
Hydrolysis Of

Two independent synthetic routes to 10-oxo-5, 10-seco-des-A-cholestan-5-oic acid (5) are described. The route including the Baeyer–Villiger rearrangement of (10R)-des-A-cholestan-5-one (2a), followed by hydrolysis of the lactone 3a obtained and oxidation of the C-10 hydroxyl group, seems to be superior to ozonolysis of the 5(10)-enol acetate 6 of des-A-ketone which resulted in the formation of 5,10-seco-des-A-19-norcholestan-5,10-dioic acid (7), in addition to the compound 5. Product 7 and its 6-nor analog 12 have also been obtained by ruthenium tetroxide oxidation of the respective A-ring phenols 8, 9, and 11.

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