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Facile Acylation of Sterically Hindered Alcohols through Ketene Intermediates

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journal contribution
posted on 23.10.2001, 00:00 by Moshe Nahmany, Artem Melman
Carboxylic acids possessing strongly electron withdrawing substituents in the α-position in the presence of DCC acylate sterically hindered and chemically sensitive alcohols. The pattern of reactivity, the deuteration experiments, and the formation of a product derived from a [4 + 2] cycloaddition reaction corroborate the existence of ketene intermediates in the reaction.

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