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Mukaiyama Aldol Reactions in Aqueous Media

Mukaiyama aldol reactions in aqueous media have been surveyed. While the original Mukaiyama aldol reactions entailed stoichiometric use of Lewis acids in organic solvents under strictly anhydrous conditions, Mukaiyama aldol reactions in aqueous media are not only suitable for green sustainable chemi...

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Autores principales: Kitanosono, Taku, Kobayashi, Shū
Formato: Online Artículo Texto
Lenguaje:English
Publicado: WILEY-VCH Verlag 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4065357/
https://www.ncbi.nlm.nih.gov/pubmed/24971045
http://dx.doi.org/10.1002/adsc.201300798
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author Kitanosono, Taku
Kobayashi, Shū
author_facet Kitanosono, Taku
Kobayashi, Shū
author_sort Kitanosono, Taku
collection PubMed
description Mukaiyama aldol reactions in aqueous media have been surveyed. While the original Mukaiyama aldol reactions entailed stoichiometric use of Lewis acids in organic solvents under strictly anhydrous conditions, Mukaiyama aldol reactions in aqueous media are not only suitable for green sustainable chemistry but are found to produce singular phenomena. These findings led to the discovery of a series of water-compatible Lewis acids such as lanthanide triflates in 1991. Our understanding on these beneficial effects in the presence of water will be deepened through the brilliant examples collected in this review. 1 Introduction 2 Rate Enhancement by Water in the Mukaiyama Aldol Reaction 3 Lewis Acid Catalysis in Aqueous or Organic Solvents 3.1 Water-Compatible Lewis Acids 4 Lewis-Base Catalysis in Aqueous or Organic Solvents 5 The Mukaiyama Aldol Reactions in 100% Water 6 Asymmetric Catalysts in Aqueous Media and Water 7 Conclusions and Perspective
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spelling pubmed-40653572014-06-24 Mukaiyama Aldol Reactions in Aqueous Media Kitanosono, Taku Kobayashi, Shū Adv Synth Catal Review Mukaiyama aldol reactions in aqueous media have been surveyed. While the original Mukaiyama aldol reactions entailed stoichiometric use of Lewis acids in organic solvents under strictly anhydrous conditions, Mukaiyama aldol reactions in aqueous media are not only suitable for green sustainable chemistry but are found to produce singular phenomena. These findings led to the discovery of a series of water-compatible Lewis acids such as lanthanide triflates in 1991. Our understanding on these beneficial effects in the presence of water will be deepened through the brilliant examples collected in this review. 1 Introduction 2 Rate Enhancement by Water in the Mukaiyama Aldol Reaction 3 Lewis Acid Catalysis in Aqueous or Organic Solvents 3.1 Water-Compatible Lewis Acids 4 Lewis-Base Catalysis in Aqueous or Organic Solvents 5 The Mukaiyama Aldol Reactions in 100% Water 6 Asymmetric Catalysts in Aqueous Media and Water 7 Conclusions and Perspective WILEY-VCH Verlag 2013-11-11 2013-10-31 /pmc/articles/PMC4065357/ /pubmed/24971045 http://dx.doi.org/10.1002/adsc.201300798 Text en © 2013 The Authors. Published by Wiley-VCH Verlag GmbH &Co. KGaA. http://creativecommons.org/licenses/by/3.0/ This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Review
Kitanosono, Taku
Kobayashi, Shū
Mukaiyama Aldol Reactions in Aqueous Media
title Mukaiyama Aldol Reactions in Aqueous Media
title_full Mukaiyama Aldol Reactions in Aqueous Media
title_fullStr Mukaiyama Aldol Reactions in Aqueous Media
title_full_unstemmed Mukaiyama Aldol Reactions in Aqueous Media
title_short Mukaiyama Aldol Reactions in Aqueous Media
title_sort mukaiyama aldol reactions in aqueous media
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4065357/
https://www.ncbi.nlm.nih.gov/pubmed/24971045
http://dx.doi.org/10.1002/adsc.201300798
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