Bifunctional iminophosphorane catalyzed enantioselective ketimine phospha-Mannich reaction

The enantioselective phospha-Mannich reaction of diethyl phosphite to unactivated N-DPP-protected ketimines catalyzed by a bifunctional iminophosphorane (BIMP) superbase organocatalyst is described. The reaction is applicable to ketimines bearing electron-rich and electron-poor aryl substituents and...

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Main Authors: Robertson, G, Farley, A, Dixon, D
Format: Journal article
Published: Thieme Publishing 2015
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author Robertson, G
Farley, A
Dixon, D
author_facet Robertson, G
Farley, A
Dixon, D
author_sort Robertson, G
collection OXFORD
description The enantioselective phospha-Mannich reaction of diethyl phosphite to unactivated N-DPP-protected ketimines catalyzed by a bifunctional iminophosphorane (BIMP) superbase organocatalyst is described. The reaction is applicable to ketimines bearing electron-rich and electron-poor aryl substituents and occurs with excellent yields and moderate enantioselectivities under mild reaction conditions.
first_indexed 2024-03-06T19:29:49Z
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institution University of Oxford
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spelling oxford-uuid:1d13c380-9a4d-4c1f-9255-703d3bbf30132022-03-26T11:08:52ZBifunctional iminophosphorane catalyzed enantioselective ketimine phospha-Mannich reactionJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:1d13c380-9a4d-4c1f-9255-703d3bbf3013Symplectic Elements at OxfordThieme Publishing2015Robertson, GFarley, ADixon, DThe enantioselective phospha-Mannich reaction of diethyl phosphite to unactivated N-DPP-protected ketimines catalyzed by a bifunctional iminophosphorane (BIMP) superbase organocatalyst is described. The reaction is applicable to ketimines bearing electron-rich and electron-poor aryl substituents and occurs with excellent yields and moderate enantioselectivities under mild reaction conditions.
spellingShingle Robertson, G
Farley, A
Dixon, D
Bifunctional iminophosphorane catalyzed enantioselective ketimine phospha-Mannich reaction
title Bifunctional iminophosphorane catalyzed enantioselective ketimine phospha-Mannich reaction
title_full Bifunctional iminophosphorane catalyzed enantioselective ketimine phospha-Mannich reaction
title_fullStr Bifunctional iminophosphorane catalyzed enantioselective ketimine phospha-Mannich reaction
title_full_unstemmed Bifunctional iminophosphorane catalyzed enantioselective ketimine phospha-Mannich reaction
title_short Bifunctional iminophosphorane catalyzed enantioselective ketimine phospha-Mannich reaction
title_sort bifunctional iminophosphorane catalyzed enantioselective ketimine phospha mannich reaction
work_keys_str_mv AT robertsong bifunctionaliminophosphoranecatalyzedenantioselectiveketiminephosphamannichreaction
AT farleya bifunctionaliminophosphoranecatalyzedenantioselectiveketiminephosphamannichreaction
AT dixond bifunctionaliminophosphoranecatalyzedenantioselectiveketiminephosphamannichreaction