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Lisa Candish, Dr. Craig M. Forsyth and Dr. David W. Lupton N-tert-Butyl Triazolylidenes: Catalysts for the Enantioselective (3+2) Annulation of α,β-Unsaturated Acyl Azoliums Angewandte Chemie International Edition 52

Article first published online: 14 JUL 2013 | DOI: 10.1002/anie.201304081

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But(yl) not futile: A range of N-tert-butyl-substituted triazolylidene N-heterocyclic carbenes have been prepared. Of these, the morpholinone-derived catalyst (1) proved best suited to the enantioselective synthesis of cyclopentanes from donor–acceptor cyclopropanes and α,β-unsaturated acyl fluorides. The performance of this catalyst has been correlated to the electronic nature of the catalyst by 13C NMR analysis. M.S.=molecular sieves, TMS=trimethylsilyl.

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