Literature DB >> 21128681

Rhodium-catalyzed asymmetric 1,4-addition of sodium tetraarylborates to β,β-disubstituted α,β-unsaturated esters.

Ryo Shintani1, Tamio Hayashi.   

Abstract

A rhodium-catalyzed 1,4-addition of sodium tetraarylborates to β,β-disubstituted α,β-unsaturated esters has been developed. Highly efficient asymmetric catalysis has also been described to create quaternary carbon stereocenters at the β-position of esters by tuning the ester group of substrates and employing a readily available chiral diene ligand.

Entities:  

Year:  2010        PMID: 21128681     DOI: 10.1021/ol102674z

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  8 in total

1.  Palladium-catalyzed asymmetric conjugate addition of arylboronic acids to five-, six-, and seven-membered β-substituted cyclic enones: enantioselective construction of all-carbon quaternary stereocenters.

Authors:  Kotaro Kikushima; Jeffrey C Holder; Michele Gatti; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2011-04-15       Impact factor: 15.419

2.  Acyclic Quaternary Carbon Stereocenters via Enantioselective Transition Metal Catalysis.

Authors:  Jiajie Feng; Michael Holmes; Michael J Krische
Journal:  Chem Rev       Date:  2017-09-14       Impact factor: 60.622

3.  Synthesis of diverse β-quaternary ketones via palladium-catalyzed asymmetric conjugate addition of arylboronic acids to cyclic enones.

Authors:  Jeffrey C Holder; Emmett D Goodman; Kotaro Kikushima; Michele Gatti; Alexander N Marziale; Brian M Stoltz
Journal:  Tetrahedron       Date:  2014-11-28       Impact factor: 2.457

4.  Palladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to α,β-Unsaturated Cyclic Electrophiles.

Authors:  Samantha E Shockley; Jeffrey C Holder; Brian M Stoltz
Journal:  Org Process Res Dev       Date:  2015-07-02       Impact factor: 3.317

5.  Enantioselective synthesis of quaternary carbon stereogenic centers through copper-catalyzed conjugate additions of aryl- and alkylaluminum reagents to acyclic trisubstituted enones.

Authors:  Jennifer A Dabrowski; Matthew T Villaume; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2013-06-18       Impact factor: 15.336

6.  Two New Cytotoxic Compounds from a Deep-Sea Penicillum citreonigrum XT20-134.

Authors:  Xi-Xiang Tang; Shun-Zhi Liu; Xia Yan; Bo-Wen Tang; Mei-Juan Fang; Xiu-Min Wang; Zhen Wu; Ying-Kun Qiu
Journal:  Mar Drugs       Date:  2019-08-29       Impact factor: 5.118

Review 7.  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

8.  Euphormins A and B, New Pyranocoumarin Derivatives from Euphorbia formosana Hayata, and Their Anti-Inflammatory Activity.

Authors:  Yu-Hsuan Lan; I-Hsiao Chen; Hsin-Hung Lu; Ting-Jing Guo; Tsong-Long Hwang; Yann-Lii Leu
Journal:  Molecules       Date:  2022-03-14       Impact factor: 4.411

  8 in total

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