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金催化的失活烯烃的转化研究新进展。

New developments in gold-catalyzed manipulation of inactivated alkenes.

机构信息

Department of Chemistry "G. Ciamician", Alma Mater Studiorum - University of Bologna, via Selmi 2, 40126 Bologna, Italy.

出版信息

Beilstein J Org Chem. 2013 Nov 21;9:2586-614. doi: 10.3762/bjoc.9.294.

Abstract

Over the recent years, the nucleophilic manipulation of inactivated carbon-carbon double bonds has gained remarkable credit in the chemical community. As a matter of fact, despite lower reactivity with respect to alkynyl and allenyl counterparts, chemical functionalization of isolated alkenes, via carbon- as well as hetero atom-based nucleophiles, would provide direct access to theoretically unlimited added value of molecular motifs. In this context, homogenous [Au(I)] and [Au(III)] catalysis continues to inspire developments within organic synthesis, providing reliable responses to this interrogative, by combining crucial aspects such as chemical selectivity/efficiency with mild reaction parameters. This review intends to summarize the recent progresses in the field, with particular emphasis on mechanistic details.

摘要

近年来,在化学界中,对已灭活的碳-碳双键的亲核操作得到了广泛关注。实际上,尽管与炔基和烯丙基相比反应性较低,但通过碳和杂原子亲核试剂对孤立烯烃进行化学官能化,可以直接获得理论上无限的分子结构的附加值。在这种情况下,均相[Au(I)]和[Au(III)]催化继续为有机合成的发展提供灵感,通过结合化学选择性/效率等关键方面与温和的反应参数,为这一问题提供了可靠的答案。本文旨在总结该领域的最新进展,特别强调其反应机理。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/05f9/3869288/56ec5acea56d/Beilstein_J_Org_Chem-09-2586-g002.jpg

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