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Recent developments in 1,6-addition reactions ofpara-quinone methides (p-QMs)

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ORGANIC CHEMISTRY FRONTIERS
卷 7, 期 13, 页码 1743-1778

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d0qo00387e

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  1. NSFC [21871112, 21971090]

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In recent years,para-quinone methides (p-QMs) have emerged as attractive and versatile synthons in organic synthesis owing to their high reactivity. Consequently,p-QM chemistry has attracted increasing attention and remarkable advances have been achieved. Among the numerous transformations involvingp-QMs, catalytic reactions play a pivotal role, and a variety of catalytic systems mediated by Lewis acids, Bronsted acids, bases, transition metals, N-heterocyclic carbenes, and other catalysts have been established for performing 1,6-conjugate addition reactions. Various molecular scaffolds have been constructed usingp-QMs to obtain the core structures of numerous natural and synthetic substances of chemical and biomedical relevance. In this review, we provide a comprehensive overview of recent progress in this rapidly growing field by summarizing the 1,6-conjugate addition and annulation reactions ofp-QMs with consideration of their mechanisms and applications.

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