Recent advances in the chemistry of metallated azetidines

D Antermite, L Degennaro, R Luisi - Organic & Biomolecular Chemistry, 2017 - pubs.rsc.org
The almost unexplored four-membered heterocycles azetidines, represent a particularly
interesting class of molecules, among the family of saturated nitrogen heterocycles …

Amine Protection/α-Activation with the tert-Butoxythiocarbonyl Group: Application to Azetidine Lithiation–Electrophilic Substitution

DM Hodgson, CL Mortimer, JM McKenna - Organic letters, 2015 - ACS Publications
tert-Butoxythiocarbonyl (Botc), the long-neglected thiocarbonyl analogue of Boc, facilitates
(unlike its alkoxycarbonyl cousin) α-lithiation and electrophile incorporation on N-Botc …

Generation and Electrophile Trapping of N-Boc-2-lithio-2-azetine: Synthesis of 2-Substituted 2-Azetines

DM Hodgson, CI Pearson, M Kazmi - Organic letters, 2014 - ACS Publications
s-BuLi-induced α-lithiation–elimination of LiOMe from N-Boc-3-methoxyazetidine and further
in situ α-lithiation generates N-Boc-2-lithio-2-azetine which can be trapped with …

Terminal aziridines by α-deprotonation/electrophile trapping of N-protected aziridine

DM Hodgson, SP Hughes, AL Thompson… - Organic …, 2008 - ACS Publications
Terminal Aziridines by α-Deprotonation/Electrophile Trapping of N-Protected Aziridine |
Organic Letters ACS ACS Publications C&EN CAS Find my institution Log In Organic Letters …

α- and α′-Lithiation–Electrophile Trapping of N-Thiopivaloyl and N-tert-Butoxythiocarbonyl α-Substituted Azetidines: Rationalization of the Regiodivergence Using …

KE Jackson, CL Mortimer, B Odell… - The Journal of …, 2015 - ACS Publications
1H NMR and computational analyses provide insight into the regiodivergent (α-and α′-)
lithiation–electrophile trapping of N-thiopivaloyl-and N-(tert-butoxythiocarbonyl)-α …

Highly Enantioselective (−)-Sparteine-Mediated Lateral Metalation-Functionalization of Remote Silyl Protected ortho-Ethyl N,N-Dialkyl Aryl O-Carbamates

J Fässler, JA McCubbin, A Roglans… - The Journal of …, 2015 - ACS Publications
We report the enantioselective, lateral deprotonation of ortho-protected or functionalized
tertiary N, N-dialkyl aryl O-carbamates 5–7 (Scheme 2) and meta-protected carbamates 14 …

Configurational and Conformational Effects on Tin− Lithium Exchange in α-Aminoorganostannanes by Rapid-Injection NMR

R Klein, RE Gawley - Journal of the American Chemical Society, 2007 - ACS Publications
The kinetics of tin− lithium exchange in heterocyclic α-aminoorganostannanes have been
studied using 119Sn rapid-injection NMR. By comparison of the observed relative rate …

α‐Amino‐organolithium compounds

RE Gawley, I Coldham - The chemistry of organolithium …, 2004 - Wiley Online Library
Summary α‐Amino‐organolithium compounds are an extremely important subclass of
organolithium compounds due to the prevalence of nitrogen‐containing compounds in …