Catalytic Asymmetric γ-Lactam Synthesis from Enolisable Anhydrides and Imines
An anion-binding approach to the problem of preparing enantioenriched γ-lactams from enolisable anhydrides and imines is reported. A simple bisurea catalyst promotes the cycloaddition between α-aryl succinic anhydrides and either PMP- or benzhydryl-protec
Collar, Aarón Gutiérrez,Trujillo, Cristina,Lockett-Walters, Bruce,Twamley, Brendan,Connon, Stephen J.
supporting information
p. 7275 - 7279
(2019/05/15)
The base-catalysed Tamura cycloaddition reaction: Calculation, mechanism, isolation of intermediates and asymmetric catalysis
A combined experimental and computational investigation has revealed that the base-catalysed Tamura cycloaddition between homophthalic anhydride and activated alkenes/alkynes-a reaction previously thought of as a Diels-Alder type process-proceeds via a stepwise mechanism involving conjugate addition and ring closure; which allowed the first catalytic asymmetric α-substitution reactions to be demonstrated with up to >99% ee.
Lockett-Walters, Bruce,Trujillo, Cristina,Twamley, Brendan,Connon, Stephen
supporting information
p. 11283 - 11286
(2019/09/30)
Catalytic, enantio- and diastereoselective synthesis of γ-butyrolactones incorporating quaternary stereocentres
A new, highly enantio- and diastereoselective catalytic asymmetric formal cycloaddition of aryl succinic anhydrides and aldehydes which generates paraconic acid (γ-butyrolactone) derivatives is reported.
Manoni, Francesco,Cornaggia, Claudio,Murray, James,Tallon, Sean,Connon, Stephen J.
supporting information; experimental part
p. 6502 - 6504
(2012/07/31)
Methods for forming combinatorial libraries combining amide bond formation with epoxide opening
The invention relates to methods for forming combinatorial libraries. The invention provides methods suitable for the rapid and convenient synthesis of very large combinatorial libraries of small organic molecules. In particular, the invention provides a
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(2008/06/13)
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