Fedou, Nicolas M, Parsons, Philip J, Viseux, Eddy M E and Whittle, Alan J (2005) Multicomponent cascade reactions: Sequential [1+4] and [2+3] cycloadditions for the generation of heterocyclic ring systems. Organic Letters, 7 (15). pp. 3179-3182. ISSN 1523-7060
Full text not available from this repository.Abstract
A novel intermolecular nitrile oxide cycloaddition sequence has been developed for the formation of highly substituted heterocyclic rings. Reaction of trimethylsilyl cyanide with epoxides generates isonitriles which can react with nitroalkenes to form N-(isoxazolylidene)alkylamines. After fragmentation to nitrile oxides, the dipoles can undergo intermolecular 1,3-dipolar cycloadditions with electron deficient dipolarophiles to generate substituted isoxazolines in one synthetic operation.
Item Type: | Article |
---|---|
Additional Information: | EMEV did much of the early synthetic work and co wrote the paper under the direction of PJP This paper features a novel four-component cascade reaction for a number of examples. It describes a novel use of salt effects and microwave radiation to accelerate the rate of the cascade. |
Schools and Departments: | School of Life Sciences > Chemistry |
Depositing User: | Philip Parsons |
Date Deposited: | 06 Feb 2012 20:48 |
Last Modified: | 14 May 2012 14:04 |
URI: | http://sro.sussex.ac.uk/id/eprint/28192 |