Literature DB >> 15631445

Catalytic asymmetric arylative cyclization of alkynals: phosphine-free rhodium/diene complexes as efficient catalysts.

Ryo Shintani1, Kazuhiro Okamoto, Yusuke Otomaru, Kazuhito Ueyama, Tamio Hayashi.   

Abstract

Catalytic arylative cyclization of alkynals has been developed by the use of phosphine-free rhodium/diene complexes as catalysts. An asymmetric variant of this process has been successfully realized by employing a C2-symmetric chiral bicyclo[2.2.2]octadiene ligand. The rhodium/diene catalyst system is also effective for arylative cyclization of other substrates such as alkynones and enynes, achieving multiple carbon-carbon bond formations in a single step.

Entities:  

Year:  2005        PMID: 15631445     DOI: 10.1021/ja044021v

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  7 in total

1.  Cobalt-mediated, enantioselective synthesis of C(2) and C(1) dienes.

Authors:  W Christopher Boyd; Mark R Crimmin; Lauren E Rosebrugh; Jennifer M Schomaker; Robert G Bergman; F Dean Toste
Journal:  J Am Chem Soc       Date:  2010-10-29       Impact factor: 15.419

2.  Catalytic enantioselective arylative cyclizations of alkynyl 1,3-diketones by 1,4-rhodium(i) migration.

Authors:  Alistair Groves; Jinwei Sun; Hal R I Parke; Michael Callingham; Stephen P Argent; Laurence J Taylor; Hon Wai Lam
Journal:  Chem Sci       Date:  2020-02-06       Impact factor: 9.825

3.  Enantioselective Nickel-Catalyzed anti-Arylmetallative Cyclizations onto Acyclic Ketones.

Authors:  Harley Green; Stephen P Argent; Hon Wai Lam
Journal:  Chemistry       Date:  2021-03-05       Impact factor: 5.236

Review 4.  Nickel-Catalyzed Arylative Cyclizations of Alkyne- and Allene-Tethered Electrophiles using Arylboron Reagents.

Authors:  Simone M Gillbard; Hon Wai Lam
Journal:  Chemistry       Date:  2022-01-27       Impact factor: 5.020

5.  Access to the protoilludane core by gold-catalyzed allene-vinylcyclopropane cycloisomerization.

Authors:  Anthony Pitaval; David Leboeuf; Julien Ceccon; Antonio M Echavarren
Journal:  Org Lett       Date:  2013-08-20       Impact factor: 6.005

6.  Enantioselective Nickel-Catalyzed anti-Carbometallative Cyclizations of Alkynyl Electrophiles Enabled by Reversible Alkenylnickel E/Z Isomerization.

Authors:  Christopher Clarke; Celia A Incerti-Pradillos; Hon Wai Lam
Journal:  J Am Chem Soc       Date:  2016-06-22       Impact factor: 15.419

7.  Nickel-catalyzed cyclization of alkyne-nitriles with organoboronic acids involving anti-carbometalation of alkynes.

Authors:  Xingjie Zhang; Xin Xie; Yuanhong Liu
Journal:  Chem Sci       Date:  2016-05-19       Impact factor: 9.825

  7 in total

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