Categories: C-C Bond Formation > Cyclic compounds > Cycloalkenes
Synthesis of cyclopropenes
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Recent Literature
A novel Rh(II)-catalyzed enantioselective [2 + 1]-cycloaddition of ethyl
diazoacetate to terminal acetylenes and olefins with high enantioselectivity is
described. The catalyst, which is readily available, robust, and effective, can
be recovered and reused.
Y. Lou, M. Horikawa, R. A. Kloster, N. A. Hawryluk, E. J. Corey, J. Am. Chem.
Soc., 2004, 126, 8916-8918.
Dianions generated from alkyllithium reagents and cycloprop-2-ene carboxylic
acids can be functionalized by electrophiles at the vinylic position. Due to
reproducibility issues for reactions that were carried out in Et2O, a
detailed study revealed that THF was a superior solvent. Additionally, it was
found that the addition of NMO has a beneficial effect both on the stability of
the dianions and on the rates of alkylation.
L. A. Fisher, J. M. Fox, J. Org. Chem., 2008,
73, 8474-8478.
