The Nazarov reaction involves the cyclization of divinyl ketones into cyclopentenones under the influence of strong acids. The prevalence of five-membered carbocycles in a multitude of natural and bioactive products has triggered an intense development of efficient methods for their construction. In particular, asymmetric versions of the Nazarov reaction are achieved by using either a chiral auxiliary or a chiral catalyst, which can be an organocatalyst, a metal catalyst, or a multicatalytic system. This review aims to update the field of asymmetric Nazarov reactions published since 2017. It is divided into four sections, dealing successively with Nazarov reactions of chiral auxiliaries, organocatalytic enantioselective Nazarov reactions, metal/boron-catalyzed enantioselective Nazarov reactions, and multicatalytic enantioselective Nazarov reactions. Each section of the review is subdivided into simple asymmetric Nazarov reactions and Nazarov-based domino/tandem reactions, which have allowed numerous more complex functionalized chiral molecules to be synthesized in one-pot procedures.
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Aix Marseille Univ, CNRS, UMR 7313, Equipe Chirosci, F-13397 Marseille 20, FranceAix Marseille Univ, CNRS, UMR 7313, Equipe Chirosci, F-13397 Marseille 20, France
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Kyoto Univ, Grad Sch Sci, Dept Chem,Lab Synthet Organ Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem,Special Lab Organocatalyt Chem, Sakyo Ku, Kyoto 6068502, JapanKyoto Univ, Grad Sch Sci, Dept Chem,Lab Synthet Organ Chem, Sakyo Ku, Kyoto 6068502, Japan
Shirakawa, Seiji
Maruoka, Keiji
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Kyoto Univ, Grad Sch Sci, Dept Chem,Lab Synthet Organ Chem, Sakyo Ku, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem,Special Lab Organocatalyt Chem, Sakyo Ku, Kyoto 6068502, JapanKyoto Univ, Grad Sch Sci, Dept Chem,Lab Synthet Organ Chem, Sakyo Ku, Kyoto 6068502, Japan
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Univ Basque Country, Dept Organ & Inorgan Chem, Fac Scienc & Technol, UPV EHU, POB 644, Bilbao 48080, SpainUniv Basque Country, Dept Organ & Inorgan Chem, Fac Scienc & Technol, UPV EHU, POB 644, Bilbao 48080, Spain
Reyes, Efraim
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Prieto, Liher
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Carrillo, Luisa
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Uria, Uxue
Vicario, Jose L.
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Univ Basque Country, Dept Organ & Inorgan Chem, Fac Scienc & Technol, UPV EHU, POB 644, Bilbao 48080, SpainUniv Basque Country, Dept Organ & Inorgan Chem, Fac Scienc & Technol, UPV EHU, POB 644, Bilbao 48080, Spain