title: Gold-Catalyzed Reaction of ortho-Alkynylarylaldehydes with Conjugated Dienes: An Efficient Access to Highly Strained Tetracyclic Bridgehead Olefins.
abstract: An unprecedented access to strained tetracyclic bridgehead alkenes by reaction of easily accessible ortho-alkynylarylaldehydes with conjugated dienes is described. The process involves a chemo- and stereo-selective, gold-catalyzed, tandem intermolecular [3+2] cycloaddition/Prins-type ring-closing reaction that allows generating structural complexity in a straightforward manner. This approach for the preparation of anti-Bredt compounds is synthetically superior to those previously reported: the procedure is easy to implement, operates under mild experimental conditions, is efficient, and exhibits a good substrate scope.
authors.affiliation: Key Laboratory of Life-Organic Analysis, Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, 273165, Shandong, China. caozp_qfnu@163.com.
authors.forename: Ziping
authors.identifier: http://orcid.org/0000-0001-6600-8599
authors.initials: Z
authors.lastname: Cao
authors.affiliation: Key Laboratory of Life-Organic Analysis, Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, 273165, Shandong, China.
authors.forename: Hongbo
authors.initials: H
authors.lastname: Zhu
authors.affiliation: Key Laboratory of Life-Organic Analysis, Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, 273165, Shandong, China.
authors.forename: Xin
authors.initials: X
authors.lastname: Meng
authors.affiliation: Key Laboratory of Life-Organic Analysis, Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, 273165, Shandong, China.
authors.forename: Laijin
authors.initials: L
authors.lastname: Tian
authors.affiliation: Key Laboratory of Life-Organic Analysis, Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, 273165, Shandong, China.
authors.forename: Xuejun
authors.initials: X
authors.lastname: Sun
authors.affiliation: Key Laboratory of Life-Organic Analysis, Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, 273165, Shandong, China.
authors.forename: Guang
authors.initials: G
authors.lastname: Chen
authors.affiliation: Key Laboratory of Life-Organic Analysis, Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, 273165, Shandong, China. jmyou6304@163.com.
authors.forename: Jinmao
authors.initials: J
authors.lastname: You
keywords: alkynylbenzylaldehyde; bridgehead; diene; gold; polycycles