Literature DB >> 16205814

Enantioselective construction of stereogenic quaternary centres via Rh-catalyzed asymmetric addition of alkenylboronic acids to alpha,beta-unsaturated pyridylsulfones.

Pablo Mauleón1, Juan C Carretero.   

Abstract

The highly enantioselective construction of all-carbon quaternary stereogenic centres via Rh-catalyzed Chiraphos-mediated conjugate addition of alkenylboronic acids to beta,beta-disubstituted alpha,beta-unsaturated 2-pyridylsulfones is described.

Entities:  

Year:  2005        PMID： 16205814     DOI： 10.1039/b508142d

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  14 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.  Enantioselective synthesis of boron-substituted quaternary carbons by NHC-Cu-catalyzed boronate conjugate additions to unsaturated carboxylic esters, ketones, or thioesters.

Authors:  Jeannette M O'Brien; Kang-sang Lee; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2010-08-11       Impact factor: 15.419

4.  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

5.  Synthesis of quaternary carbon stereogenic centers through enantioselective Cu-catalyzed allylic substitutions with vinylaluminum reagents.

Authors:  Fang Gao; Kevin P McGrath; Yunmi Lee; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2010-10-13       Impact factor: 15.419

6.  Enantioselective Palladium-Catalyzed Alkenylation of Trisubstituted Alkenols To Form Allylic Quaternary Centers.

Authors:  Harshkumar H Patel; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2016-10-25       Impact factor: 15.419

7.  Preparation of (S)-tert-ButylPyOx and Palladium-catalyzed Asymmetric Conjugate Addition of Arylboronic Acids.

Authors:  Jeffrey C Holder; Samantha E Shockley; Mario P Wiesenfeldt; Hideki Shimizu; Brian M Stoltz
Journal:  Organic Synth       Date:  2016-03-04

8.  Enantioselective synthesis of all-carbon quaternary stereogenic centers by catalytic asymmetric conjugate additions of alkyl and aryl aluminum reagents to five-, six-, and seven-membered-ring beta-substituted cyclic enones.

Authors:  Tricia L May; M Kevin Brown; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

9.  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

10.  A multicomponent Ni-, Zr-, and Cu-catalyzed strategy for enantioselective synthesis of alkenyl-substituted quaternary carbons.

Authors:  Kevin P McGrath; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2014-01-29       Impact factor: 15.336
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