Synthesis of 2-acyl-1,4-diketones via the diacylation of {alpha},{beta}-unsaturated ketones
- Univ. of Tennessee, Knoxville, TN (United States)
The first example of a diacylation of the carbon-carbon double bond in {alpha},{beta}-unsaturated ketones is described. The reaction of acylcyanocuprate reagents with {alpha},{beta}-unsaturated ketones, followed by C-acylation, produces 2-acyl-1,4-diketones in good yields (50--89%). The 1,4-addition of organocuprate reagents to conjugated enones, followed by trapping of the enolate intermediates with various electrophiles, is one of the most useful synthetic reactions. However, to the best of the authors` knowledge, 1,4-acylation followed by trapping of the enolate intermediates with acid chloride has not been reported.
- Sponsoring Organization:
- USDOE, Washington, DC (United States)
- OSTI ID:
- 655376
- Journal Information:
- Organometallics, Vol. 17, Issue 17; Other Information: PBD: 17 Aug 1998
- Country of Publication:
- United States
- Language:
- English
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