Generation and reactivity of C(1)-ammonium enolates using isothiourea catalysis
Abstract
C(1)-ammonium enolates are powerful, catalytically generated synthetic intermediates applied in the enantioselective α-functionalization of carboxylic acid derivatives. This review describes the recent developments in the generation and application of C(1)-ammonium enolates from various precursors (carboxylic acids, anhydrides, acyl imidazoles, aryl esters, α-diazoketones, alkyl halides) using isothiourea Lewis base organocatalysts. Their synthetic utility in intra- and intermolecular enantioselective C-C and C-X bond forming processes on reaction with various electrophiles will be showcased utilizing two distinct catalyst turnover approaches.
Citation
McLaughlin , C & Smith , A D 2020 , ' Generation and reactivity of C(1)-ammonium enolates using isothiourea catalysis ' , Chemistry - A European Journal , vol. Early View . https://doi.org/10.1002/chem.202002059
Publication
Chemistry - A European Journal
Status
Peer reviewed
ISSN
0947-6539Type
Journal item
Description
Funding: UK EPSRC (EP/M508214/1, C.M.). Royal Society for a Wolfson Research Merit Award (A.D.S.).Collections
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