4.7 Article

Recent advances in tertiary amine Lewis base-promoted cycloadditions of allenoates

Journal

CHINESE CHEMICAL LETTERS
Volume 33, Issue 5, Pages 2372-2382

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2021.11.044

Keywords

Lewis base; Tertiary amine; Annualtion; Allenoates; Olefin

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This review provides a comprehensive and updated summary of the use of tertiary amine Lewis bases as catalysts for annulation reactions of allenoates. The review highlights diverse reactivities, chemoselectivities, and detailed reaction mechanisms.
Lewis base-catalyzed annulations of allenoates have been one of the most powerful synthetic strategies for the synthesis of various valuable cycles, especially in the preparation of biologically active natural products and pharmaceuticals. Generally, the effective Lewis bases mainly include tertiary phosphine, NHC and tertiary amine catalysts, among those catalysis, tertiary amine Lewis bases have proven to be effective catalysts for a range of synthetic transformations. In the past decades, tremendous progress involving tertiary amines-promoted cycloaddition of allenoates has been made in the chemoselective construction of valuable motifs. This review describes a comprehensive and updated summary of tertiary amine Lewis base-promoted annulation reactions of allenoates. Diverse reactivities, chemoselectivties and detailed reaction mechanisms will be highlighted in this review. (C) 2021 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

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