Literature DB >> 24038460

Enantioselective 1,6-conjugate addition of dialkylzinc reagents to acyclic dienones catalyzed by Cu-DiPPAM complex-extension to asymmetric sequential 1,6/1,4-conjugate addition.

Magaly Magrez-Chiquet1, Marie S T Morin, Joanna Wencel-Delord, Sammy Drissi Amraoui, Olivier Baslé, Alexandre Alexakis, Christophe Crévisy, Marc Mauduit.   

Abstract

CC coupling: DiPPAM 1 and BINAP 2 ligands led to divergent behaviors in the asymmetric conjugate addition (ACA) of dialkylzinc reagents to linear aryldienones, which were applied to the development of a highly selective sequential asymmetric 1,6/1,4-ACA process (see scheme; Tf = triflate, DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene).
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CC coupling; Michael reaction; asymmetric synthesis; stereoselective catalysis

Year:  2013        PMID: 24038460     DOI: 10.1002/chem.201302649

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  5 in total

1.  Racemic Vinylallenes in Catalytic Enantioselective Multicomponent Processes: Rapid Generation of Complexity through 1,6-Conjugate Additions.

Authors:  Youming Huang; Sebastian Torker; Xinghan Li; Juan Del Pozo; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-06       Impact factor: 15.336

2.  Catalytic enantioselective 1,6-conjugate additions of propargyl and allyl groups.

Authors:  Fanke Meng; Xiben Li; Sebastian Torker; Ying Shi; Xiao Shen; Amir H Hoveyda
Journal:  Nature       Date:  2016-08-01       Impact factor: 49.962

3.  Rhodium(I)-Complexes Catalyzed 1,4-Conjugate Addition of Arylzinc Chlorides to N-Boc-4-pyridone.

Authors:  Fenghai Guo; Matthew A McGilvary; Malcolm C Jeffries; Briana N Graves; Shekinah A Graham; Yuelin Wu
Journal:  Molecules       Date:  2017-05-01       Impact factor: 4.411

Review 4.  Copper-catalyzed asymmetric conjugate addition of organometallic reagents to extended Michael acceptors.

Authors:  Thibault E Schmid; Sammy Drissi-Amraoui; Christophe Crévisy; Olivier Baslé; Marc Mauduit
Journal:  Beilstein J Org Chem       Date:  2015-12-03       Impact factor: 2.883

5.  Ruthenium(ii)-catalyzed regioselective 1,6-conjugate addition of umpolung aldehydes as carbanion equivalents.

Authors:  Hyotaik Kang; Chao-Jun Li
Journal:  Chem Sci       Date:  2021-11-29       Impact factor: 9.825

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.