Mechanistic subtleties in the cyclopentannelation of allenolate allyl carbamates: the origin of the center-to-center chirality transfer
Literature Information
Olalla Nieto Faza, Carlos Silva López, Rosana Álvarez, Ángel R. de Lera
The stereospecific rearrangement of allene carbamates i to alkylidenecyclopentenones iii is concerted, displays charge donation from the π*allenonate to the σ*C-leaving group, and shows mechanistic features of both pericyclic and ionic processes, modulated in part by the degree of ionic interaction (O−…Li+) in the putative intermediate allenolate ii.
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