Literature DB >> 18478706

Copper-catalyzed addition of diboron reagents to alpha,beta-acetylenic esters: efficient synthesis of beta-boryl-alpha,beta-ethylenic esters.

Ji-Eon Lee1, Jisook Kwon, Jaesook Yun.   

Abstract

The efficient copper-catalyzed addition reaction of bis(pinacolato)diboron to alpha,beta-acetylenic esters has been developed, which produces the corresponding beta-borylated-alpha,beta-ethylenic esters in high yields under mild reaction conditions.

Entities:  

Year:  2008        PMID： 18478706     DOI： 10.1039/b716697d

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


  11 in total

1.  Metal-free catalytic enantioselective C-B bond formation: (pinacolato)boron conjugate additions to α,β-unsaturated ketones, esters, Weinreb amides, and aldehydes promoted by chiral N-heterocyclic carbenes.

Authors:  Hao Wu; Suttipol Radomkit; Jeannette M O'Brien; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2012-05-04       Impact factor: 15.419

2.  Nickel-catalyzed reductive arylation of activated alkynes with aryl iodides.

Authors:  Stephanie C M Dorn; Andrew K Olsen; Rachel E Kelemen; Ruja Shrestha; Daniel J Weix
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

3.  Copper-catalyzed enantioselective allylic substitution with readily accessible carbonyl- and acetal-containing vinylboron reagents.

Authors:  Fang Gao; James L Carr; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2012-05-25       Impact factor: 15.336

4.  Design and Development of Highly Potent HIV-1 Protease Inhibitors with a Crown-Like Oxotricyclic Core as the P2-Ligand To Combat Multidrug-Resistant HIV Variants.

Authors:  Arun K Ghosh; Kalapala Venkateswara Rao; Prasanth R Nyalapatla; Heather L Osswald; Cuthbert D Martyr; Manabu Aoki; Hironori Hayashi; Johnson Agniswamy; Yuan-Fang Wang; Haydar Bulut; Debananda Das; Irene T Weber; Hiroaki Mitsuya
Journal:  J Med Chem       Date:  2017-04-18       Impact factor: 7.446

5.  Alpha-selective Ni-catalyzed hydroalumination of aryl- and alkyl-substituted terminal alkynes: practical syntheses of internal vinyl aluminums, halides, or boronates.

Authors:  Fang Gao; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2010-08-18       Impact factor: 15.419

6.  Efficient C-B bond formation promoted by N-heterocyclic carbenes: synthesis of tertiary and quaternary B-substituted carbons through metal-free catalytic boron conjugate additions to cyclic and acyclic alpha,beta-unsaturated carbonyls.

Authors:  Kang-sang Lee; Adil R Zhugralin; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2009-06-03       Impact factor: 15.419

7.  Highly Chemoselective Hydroboration of Alkynes and Nitriles Catalyzed by Group 4 Metal Amidophosphine-Borane Complexes.

Authors:  Jayeeta Bhattacharjee; Adimulam Harinath; Kulsum Bano; Tarun K Panda
Journal:  ACS Omega       Date:  2020-01-10

8.  Palladium-catalyzed hydroboration reaction of unactivated alkynes with bis (pinacolato) diboron in water.

Authors:  Ming Yang; Yunzi Yu; Wenxia Ma; Yuqin Feng; Gang Zhang; Yaqi Wu; Fanyu Zhou; Yongsheng Yang; Dezheng Liu
Journal:  RSC Adv       Date:  2022-03-29       Impact factor: 3.361

9.  Helical nanostructures for organic electronics: the role of topological sulfur in ad hoc synthesized dithia[7]helicenes studied in the solid state and on a gold surface.

Authors:  Bianca C Baciu; Tamara de Ara; Carlos Sabater; Carlos Untiedt; Albert Guijarro
Journal:  Nanoscale Adv       Date:  2020-03-16

10.  α,β-Enone Borylation by Bis(Pinacolato)Diboron Catalyzed by Cu3(BTC)2 Using Cesium Carbonate as a Base.

Authors:  Amarajothi Dhakshinamoorthy; Mercedes Alvaro; Abdullah M Asiri; Hermenegildo Garcia
Journal:  Nanomaterials (Basel)       Date:  2021-05-25       Impact factor: 5.076
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