α- and α'-lithiation-electrophile trapping of N-thiopivaloyl and N-tert-butoxythiocarbonyl α-substituted azetidines: rationalization of the regiodivergence using NMR and computation

(1)H NMR and computational analyses provide insight into the regiodivergent (α- and α'-) lithiation-electrophile trapping of N-thiopivaloyl- and N-(tert-butoxythiocarbonyl)-α-alkylazetidines. The magnitudes of the rotation barriers in these azetidines indicate that rotamer interconversions do n...

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Bibliographic Details
Main Authors: Jackson, KE, Mortimer, CL, Odell, B, McKenna, JM, Claridge, TDW, Paton, RS, Hodgson, DM
Format: Journal article
Language:English
Published: American Chemical Society 2015