ISSN:
1434-193X
Keywords:
Amino acids
;
Bicyclopropylidene
;
Methylenecyclopropane
;
Palladium catalysis
;
Zinc reagents
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Palladium-catalyzed cross-coupling reactions of bromo(methylenecyclopropanes) 1c, 2c with the sodium enolate of dimethyl malonate 4a and the chlorozinc enolates of the glycine equivalent (diphenylmethyleneamino)acetate 4c and diethyl malonate 4d, respectively, have been found to proceed with opening of the three-membered ring in each case, to give the corresponding dienyl-substituted CH-acidic compounds 5-7 in moderate to good yields. On the other hand, coupling of bicyclopropylidenylzinc chloride (2d) with diethyl bromomalonate (4e) and the electrophilic glycine equivalent ethyl 2-acetoxy-2-(diphenylmethyleneamino)acetate (4f) gave 7 and 6 in 27 and 29% yield, respectively.
Type of Medium:
Electronic Resource
Permalink
