An Unexpected Role of a Trace Amount of Water in Catalyzing Proton Transfer in Phosphine-Catalyzed (3 + 2) Cycloaddition of Allenoates and Alkenes
Journal of the American Chemical Society2007Vol. 129(12), pp. 3470–3471
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Yuanzhi Xia, Yong Liang, Yuanyuan Chen, Ming Wang, Lei Jiao, Feng Huang, Song Liu, Yahong Li, Zhi‐Xiang Yu
Abstract
Through the joint forces of computation and experiment, the detailed mechanism of the Lu phosphine catalyzed (3 + 2) cycloaddition of allenoates and alkenes has been elucidated. The overall potential energy surface of the Lu (3 + 2) reaction has been computed. More importantly, theory and experiment have confirmed that a trace amount of water plays a critical role in assisting the process of [1,2] proton shift in the Lu reaction.
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