Literature DB >> 22694267

Multidirectional cobalt-catalyzed Diels-Alder/1,4-hydrovinylation sequences.

Florian Erver1, Julian R Kuttner, Gerhard Hilt.   

Abstract

The combination of two powerful cobalt-catalyzed carbon-carbon bond forming transformations, namely, the Diels-Alder and the 1,4-hydrovinylation reaction, in a tandem or a sequential one-pot procedure, opened up a concise and efficient route to polysubstituted aromatic systems and cyclohex-3-enone derivatives. Furthermore, ozonolysis of the latter products led to polycarbonyl compounds with tailored carbonyl group distances which could be characterized via their respective BF(2)-borinane complexes. The cobalt catalysts tolerated several functional groups, and a flexible approach to polyfunctionalized compounds in concise fashion was described.

Entities:  

Year:  2012        PMID: 22694267     DOI: 10.1021/jo301028b

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Pyridine(diimine) Iron Diene Complexes Relevant to Catalytic [2+2]-Cycloaddition Reactions.

Authors:  C Rose Kennedy; Hongyu Zhong; Matthew V Joannou; Paul J Chirik
Journal:  Adv Synth Catal       Date:  2019-11-19       Impact factor: 5.837

2.  Silver catalyzed proto- and sila-Nakamura-type α-vinylation of silyl enol ethers with dichloroacetylene. Divergent formation of stereochemically pure tri- and tetrasubstituted olefins.

Authors:  Lun Li; Kimberly A Wasik; Brian J Frost; Laina M Geary
Journal:  Tetrahedron Lett       Date:  2019-11-06       Impact factor: 2.415

3.  Selective [1,4]-Hydrovinylation of 1,3-Dienes with Unactivated Olefins Enabled by Iron Diimine Catalysts.

Authors:  Valerie A Schmidt; C Rose Kennedy; Máté J Bezdek; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2018-02-21       Impact factor: 15.419

4.  Electrochemical selenium- and iodonium-initiated cyclisation of hydroxy-functionalised 1,4-dienes.

Authors:  Philipp Röse; Steffen Emge; Jun-Ichi Yoshida; Gerhard Hilt
Journal:  Beilstein J Org Chem       Date:  2015-01-28       Impact factor: 2.883

5.  Highly efficient synthesis of 3,4-diarylbutadiene sulfones using Heck-Matsuda reaction.

Authors:  Olga V Shurupova; Sergey A Rzhevskiy; Lidiya I Minaeva; Maxim A Topchiy; Andrey F Asachenko
Journal:  RSC Adv       Date:  2022-02-15       Impact factor: 3.361

  5 in total

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