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...
Huvudupphovsmän: | Jackson, KE, Mortimer, CL, Odell, B, McKenna, JM, Claridge, TDW, Paton, RS, Hodgson, DM |
---|---|
Materialtyp: | Journal article |
Språk: | English |
Publicerad: |
American Chemical Society
2015
|
Liknande verk
Liknande verk
-
Amine Protection/α-Activation with the tert-Butoxythiocarbonyl Group: Application to Azetidine Lithiation-Electrophilic Substitution.
av: Hodgson, D, et al.
Publicerad: (2015) -
Electrophile dependent mechanisms in the asymmetric trapping of α-lithio-N-(tert-butoxythiocarbonyl)azetidine
av: Delany, PK, et al.
Publicerad: (2020) -
Lithiation-electrophilic substitution of N-thiopivaloylazetidine.
av: Hodgson, D, et al.
Publicerad: (2010) -
Dynamic Phenomena and Complexation Effects in the α-Lithiation and Asymmetric Functionalization of Azetidines
av: Pantaleo Musci, et al.
Publicerad: (2022-04-01) -
α-Lithiation-electrophile trapping of N-thiopivaloylazetidin-3-ol: stereoselective synthesis of 2-substituted 3-hydroxyazetidines.
av: Hodgson, D, et al.
Publicerad: (2013)