Literature DB >> 17165907

Allylpalladium umpolung in the three-component coupling synthesis of homoallylic amines.

Chad D Hopkins1, Helena C Malinakova.   

Abstract

[Structure: see text] Homoallylic amines and alpha-amino esters were prepared via a Pd(II)-catalyzed coupling of boronic acids and 1,2-nonadiene with ethyl iminoacetate or aliphatic, aromatic, and heteroaromatic imines. The allylpalladium umpolung was induced by a Pd(OAc)2 catalyst with commercial phosphine ligands.

Entities:  

Mesh：

Substances：

Year:  2006        PMID： 17165907     DOI： 10.1021/ol0624528

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


  9 in total

1.  Preparation of stereodefined homoallylic amines from the reductive cross-coupling of allylic alcohols with imines.

Authors:  Ming Z Chen; Martin McLaughlin; Masayuki Takahashi; Michael A Tarselli; Dexi Yang; Shuhei Umemura; Glenn C Micalizio
Journal:  J Org Chem       Date:  2010-11-11       Impact factor: 4.354

2.  Regio- and Stereoselective Direct Cross-Coupling of Aromatic Imines with Allenic Alcohols.

Authors:  Martin McLaughlin; Heidi L Shimp; Raul Navarro; Glenn C Micalizio
Journal:  Synlett       Date:  2008-03-01       Impact factor: 2.454

3.  Regiodivergent and Diastereoselective CuH-Catalyzed Allylation of Imines with Terminal Allenes.

Authors:  Richard Y Liu; Yang Yang; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2016-10-10       Impact factor: 15.336

4.  Complex allylation by the direct cross-coupling of imines with unactivated allylic alcohols.

Authors:  Masayuki Takahashi; Martin McLaughlin; Glenn C Micalizio
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

5.  Palladacycles: Effective Catalysts for a Multicomponent Reaction with Allylpalladium(II)-Intermediates.

Authors:  Atsushi Shiota; Helena C Malinakova
Journal:  J Organomet Chem       Date:  2012-05-01       Impact factor: 2.369

6.  Amines as key building blocks in Pd-assisted multicomponent processes.

Authors:  Didier Bouyssi; Nuno Monteiro; Geneviève Balme
Journal:  Beilstein J Org Chem       Date:  2011-10-10       Impact factor: 2.883

7.  Enantioselective Generation of Adjacent Stereocenters in a Copper-Catalyzed Three-Component Coupling of Imines, Allenes, and Diboranes.

Authors:  Kay Yeung; Rebecca E Ruscoe; James Rae; Alexander P Pulis; David J Procter
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-19       Impact factor: 15.336

8.  Copper-Catalyzed Borylative Cross-Coupling of Allenes and Imines: Selective Three-Component Assembly of Branched Homoallyl Amines.

Authors:  James Rae; Kay Yeung; Joseph J W McDouall; David J Procter
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-03       Impact factor: 15.336

9.  Enantioselective Rhodium-Catalyzed Coupling of Arylboronic Acids, 1,3-Enynes, and Imines by Alkenyl-to-Allyl 1,4-Rhodium(I) Migration.

Authors:  Michael Callingham; Benjamin M Partridge; William Lewis; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2017-11-24       Impact factor: 15.336
  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.