Journal of Organic Chemistry p. 3803 - 3806 (1992)
Update date:2022-09-26
Topics:
Gingrich, Henry L.
Huang, Qiurong
Morales, Angel L.
Jones, Maitland
Benzyne reacts with enamines through a combination of ene and 2 + 2 cycloadditions.One of the two possible ene reactions is greatly favored.The three-dimensional intermediate, 1,2-dehydro-o-carborane, eschews the 2 + 2 reaction in favor of the ene reaction that is less favored in the benzyne reactions.This preference is rationalized in terms of the different steric demands of the two intermediates.
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