Recent advances in annulations enabled by nucleophilic Lewis base/metal dual catalysis

Metal/nucleophilic Lewis base dual catalysis has been recognized as a reliable and promising strategy for finishing ideal organic synthesis over the past decades. The new strategy can usually achieve some chem-ical reactions that cannot be realized by the traditionally mono-catalytic system, dramatically expanding the synthetic utility of chemical transformations by leveraging additional activation modes. Thus consid-erable progress has been made in the synthesis of a wide range of heterocyclic and biologically active compounds by using the combination of diversely metal/nucleophilic Lewis base dual catalysts, including metal/phosphine, metal/N-heterocyclic carbene (NHC) and metal/tertiary amine dual catalysis systems. In this review, we describe a comprehensive and updated advance of metal/nucleophilic Lewis base dual catalytic annualtion reactions, meanwhile, the related mechanism and the application of these annulation strategies in natural product total synthesis will be highlighted in detail.& COPY; 2023 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

Automated summary

Metal/nucleophilic Lewis base dual catalysis has been recognized as a reliable and promising strategy for finishing ideal organic synthesis. This new strategy expands the synthetic utility of chemical transformations by leveraging additional activation modes and has made considerable progress in the synthesis of a wide range of heterocyclic and biologically active compounds. In this review, the comprehensive and updated advances of metal/nucleophilic Lewis base dual catalytic annulation reactions are described, along with the highlighting of the related mechanism and application in natural product total synthesis.