Literature DB >> 24521052

Iridium-catalyzed enantioselective allyl-alkene coupling.

James Y Hamilton1, David Sarlah, Erick M Carreira.   

Abstract

The direct Ir-catalyzed cross-coupling between branched, racemic allylic alcohols and simple olefins is described. This transformation is catalyzed by an Ir-(P,olefin) complex and proceeds with high site selectivity and excellent enantioselectivity. The method allows rapid access to various 1,5-dienes or trienes and was used in the catalytic asymmetric synthesis of the γ-secretase modulator JNJ-40418677.

Entities:  

Year:  2014        PMID： 24521052     DOI： 10.1021/ja412962w

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


  11 in total

1.  Branched/linear selectivity in palladium-catalyzed allyl-allyl cross-couplings: The role of ligands.

Authors:  Michael J Ardolino; James P Morken
Journal:  Tetrahedron       Date:  2015-09-16       Impact factor: 2.457

2.  Catalytic Enantioselective Hetero-dimerization of Acrylates and 1,3-Dienes.

Authors:  Stanley M Jing; Vagulejan Balasanthiran; Vinayak Pagar; Judith C Gallucci; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2017-11-22       Impact factor: 15.419

3.  Iridium-Catalyzed Regio- and Enantioselective Allylic Substitution of Trisubstituted Allylic Electrophiles.

Authors:  Ming Chen; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-17       Impact factor: 15.336

4.  Enantioselective and Diastereodivergent Allylation of Propargylic C-H Bonds.

Authors:  Jin Zhu; Yidong Wang; Aaron D Charlack; Yi-Ming Wang
Journal:  J Am Chem Soc       Date:  2022-08-17       Impact factor: 16.383

5.  Iridium-catalyzed enantioselective allylic substitution of unstabilized enolates derived from α,β-unsaturated ketones.

Authors:  Ming Chen; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2014-06-10       Impact factor: 15.336

6.  Iridium-Catalyzed Enantioselective Allylic Substitution of Enol Silanes from Vinylogous Esters and Amides.

Authors:  Ming Chen; John F Hartwig
Journal:  J Am Chem Soc       Date:  2015-10-23       Impact factor: 15.419

7.  Iridium-catalyzed regio- and enantioselective allylic substitution of silyl dienolates derived from dioxinones.

Authors:  Ming Chen; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2014-09-15       Impact factor: 15.336

8.  Enantioselective Allylation of Alkenyl Boronates Promotes a 1,2-Metalate Rearrangement with 1,3-Diastereocontrol.

Authors:  Colton R Davis; Irungu K Luvaga; Joseph M Ready
Journal:  J Am Chem Soc       Date:  2021-03-23       Impact factor: 15.419

9.  Multifunctional organoboron compounds for scalable natural product synthesis.

Authors:  Fanke Meng; Kevin P McGrath; Amir H Hoveyda
Journal:  Nature       Date:  2014-09-18       Impact factor: 49.962

10.  4-Trifluoromethyl-p-quinols as dielectrophiles: three-component, double nucleophilic addition/aromatization reactions.

Authors:  Jinhuan Dong; Lou Shi; Ling Pan; Xianxiu Xu; Qun Liu
Journal:  Sci Rep       Date:  2016-06-01       Impact factor: 4.379
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