Affiliation:
1. Enterprise Technology Center of Guizhou Province, Guizhou University, Guiyang 550025, China.
Abstract
Abstract:
A pinacol rearrangement is a well-known reaction by which a 1,2-diol is converted
to a carbonyl compound through acid-catalyzed dehydration followed by a 1,2-migration of
one of the neighboring substituents. Due to the particular abilities in installing polycyclic skeletons,
quaternary carbon centers, and spirocyclic cores, the pinacol rearrangement reaction is a
powerful and effective means of forming carbonyl functional groups in a variety of different
molecules. Moreover, the substrates with an alkene group, a furan ring or alkyl chain tethered
between the two diols have also been investigated as the expansion of pinacol rearrangement.
Benefiting from the continuous development of the catalysis methodologies, pinacol rearrangements
demonstrate synthetic utility in the preparation of natural products, bioactive molecules,
and other functionally useful compounds. In this review, we discuss recent advances in
the development of pinacol rearrangement and extended pinacol rearrangement reactions catalyzed by Brønsted
acid, Lewis acid, and heterogeneous catalysts. In addition, we summarize several examples use pinacol rearrangements
used in the synthesis of natural products and other valuable molecules.
Funder
National Natural Science Foundation of China
Project of Science and Technology of Guizhou Province
Project of Natural Science Special Scientific Research Foundation of Guizhou University
Project of Talent Introduction of Guizhou University
Publisher
Bentham Science Publishers Ltd.
Cited by
4 articles.
订阅此论文施引文献
订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献