Abstract

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 Introduction2 Rate Enhancement by Water in the Mukaiyama Aldol Reaction3 Lewis Acid Catalysis in Aqueous or Organic Solvents3.1 Water-Compatible Lewis Acids4 Lewis-Base Catalysis in Aqueous or Organic Solvents5 The Mukaiyama Aldol Reactions in 100% Water6 Asymmetric Catalysts in Aqueous Media and Water7 Conclusions and Perspective

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