Stereoselective Allylic Alkylations of Amino Ketones and Their Application in the Synthesis of Highly Functionalized Piperidines

Chelated ketone enolates are excellent nucleophiles for allylic alkylations. Electron‐withdrawing groups on the allyl moiety allow subsequent intramolecular Michael additions giving rise to piperidines with up to five stereogenic centers.[Image: see text]

Detalles Bibliográficos
Autores principales: Prudel, Cynthia, Huwig, Kai, Kazmaier, Uli
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Full Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7079034/
https://www.ncbi.nlm.nih.gov/pubmed/31943413
http://dx.doi.org/10.1002/chem.202000051
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author Prudel, Cynthia
Huwig, Kai
Kazmaier, Uli
author_facet Prudel, Cynthia
Huwig, Kai
Kazmaier, Uli
author_sort Prudel, Cynthia
collection PubMed
description Chelated ketone enolates are excellent nucleophiles for allylic alkylations. Electron‐withdrawing groups on the allyl moiety allow subsequent intramolecular Michael additions giving rise to piperidines with up to five stereogenic centers.[Image: see text]
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spelling pubmed-70790342020-03-19 Stereoselective Allylic Alkylations of Amino Ketones and Their Application in the Synthesis of Highly Functionalized Piperidines Prudel, Cynthia Huwig, Kai Kazmaier, Uli Chemistry Full Papers Chelated ketone enolates are excellent nucleophiles for allylic alkylations. Electron‐withdrawing groups on the allyl moiety allow subsequent intramolecular Michael additions giving rise to piperidines with up to five stereogenic centers.[Image: see text] John Wiley and Sons Inc. 2020-02-21 2020-03-09 /pmc/articles/PMC7079034/ /pubmed/31943413 http://dx.doi.org/10.1002/chem.202000051 Text en © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Full Papers
Prudel, Cynthia
Huwig, Kai
Kazmaier, Uli
Stereoselective Allylic Alkylations of Amino Ketones and Their Application in the Synthesis of Highly Functionalized Piperidines
title Stereoselective Allylic Alkylations of Amino Ketones and Their Application in the Synthesis of Highly Functionalized Piperidines
title_full Stereoselective Allylic Alkylations of Amino Ketones and Their Application in the Synthesis of Highly Functionalized Piperidines
title_fullStr Stereoselective Allylic Alkylations of Amino Ketones and Their Application in the Synthesis of Highly Functionalized Piperidines
title_full_unstemmed Stereoselective Allylic Alkylations of Amino Ketones and Their Application in the Synthesis of Highly Functionalized Piperidines
title_short Stereoselective Allylic Alkylations of Amino Ketones and Their Application in the Synthesis of Highly Functionalized Piperidines
title_sort stereoselective allylic alkylations of amino ketones and their application in the synthesis of highly functionalized piperidines
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7079034/
https://www.ncbi.nlm.nih.gov/pubmed/31943413
http://dx.doi.org/10.1002/chem.202000051
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AT kazmaieruli stereoselectiveallylicalkylationsofaminoketonesandtheirapplicationinthesynthesisofhighlyfunctionalizedpiperidines

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