Literature DB >> 18681448

Nickel-catalyzed highly regioselective multicomponent coupling of ynamides, aldehydes, and silane: a new access to functionalized enamides.

Nozomi Saito1, Tomoyuki Katayama, Yoshihiro Sato.   

Abstract

A new method for preparation of functionalized enamides by a nickel-catalyzed multicomponent coupling of ynamides, aldehydes, and silane has been developed. The coupling reaction proceeded in the presence of a nickel-IMes catalyst to give the corresponding gamma-silyloxyenamide derivative, which has an allylic alcohol moiety in the molecule, in a highly stereoselective manner.

Entities:  

Mesh：

Substances：

Year:  2008        PMID： 18681448     DOI： 10.1021/ol801534e

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


  9 in total

Review 1.  Ynamides: a modern functional group for the new millennium.

Authors:  Kyle A DeKorver; Hongyan Li; Andrew G Lohse; Ryuji Hayashi; Zhenjie Lu; Yu Zhang; Richard P Hsung
Journal:  Chem Rev       Date:  2010-09-08       Impact factor: 60.622

2.  A general strategy for regiocontrol in nickel-catalyzed reductive couplings of aldehydes and alkynes.

Authors:  Hasnain A Malik; Grant J Sormunen; John Montgomery
Journal:  J Am Chem Soc       Date:  2010-05-12       Impact factor: 15.419

3.  Nickel-Catalyzed Defluorinative Coupling of Aliphatic Aldehydes with Trifluoromethyl Alkenes.

Authors:  Jichao Xiao; John Montgomery
Journal:  ACS Catal       Date:  2022-02-03       Impact factor: 13.700

Review 4.  Transition-metal-catalyzed laboratory-scale carbon-carbon bond-forming reactions of ethylene.

Authors:  Vaneet Saini; Benjamin J Stokes; Matthew S Sigman
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-17       Impact factor: 15.336

5.  Cooperativity of regiochemistry control strategies in reductive couplings of propargyl alcohols and aldehydes.

Authors:  Hasnain A Malik; Mani Raj Chaulagain; John Montgomery
Journal:  Org Lett       Date:  2009-12-17       Impact factor: 6.005

6.  Synthesis of amidines using N-allyl ynamides. A palladium-catalyzed allyl transfer through an ynamido-pi-allyl complex.

Authors:  Yu Zhang; Kyle A DeKorver; Andrew G Lohse; Yan-Shi Zhang; Jian Huang; Richard P Hsung
Journal:  Org Lett       Date:  2009-02-19       Impact factor: 6.005

7.  A Rhodium(I)-Xylyl-BINAP Catalyzed Asymmetric Ynamide-[2 + 2 + 2] Cycloaddition in the Synthesis of Optically Enriched N,O-Biaryls.

Authors:  Jossian Oppenheimer; Whitney L Johnson; Ruth Figueroa; Ryuji Hayashi; Richard P Hsung
Journal:  Tetrahedron       Date:  2009-06-27       Impact factor: 2.457

8.  Regiocontrol in catalytic reductive couplings through alterations of silane rate dependence.

Authors:  Evan P Jackson; John Montgomery
Journal:  J Am Chem Soc       Date:  2015-01-05       Impact factor: 15.419

9.  Regio- and stereoselective carbometallation reactions of N-alkynylamides and sulfonamides.

Authors:  Yury Minko; Morgane Pasco; Helena Chechik; Ilan Marek
Journal:  Beilstein J Org Chem       Date:  2013-03-13       Impact factor: 2.883
  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.