Literature DB >> 19865655

Catalytic enantioselective boron conjugate addition to cyclic carbonyl compounds: a new approach to cyclic beta-hydroxy carbonyls.

Xinhui Feng1, Jaesook Yun.   

Abstract

The highly enantioselective conjugate boration of six-membered and seven-membered cyclic enones and unsaturated esters was achieved by the use of a copper-(R,S)-Taniaphos complex with up to 99% ee under optimal conditions.

Entities:  

Year:  2009        PMID： 19865655     DOI： 10.1039/b914207j

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


  12 in total

1.  Organic Solvent-Tolerant Marine Microorganisms as Catalysts for Kinetic Resolution of Cyclic β-Hydroxy Ketones.

Authors:  Bi -Shuang Chen; Hui Liu; Fayene Zeferino Ribeiro de Souza; Lan Liu
Journal:  Mar Biotechnol (NY)       Date:  2017-06-13       Impact factor: 3.619

2.  Antimalarial Trioxolanes with Superior Drug-Like Properties and In Vivo Efficacy.

Authors:  Brian R Blank; Ryan L Gonciarz; Poulami Talukder; Jiri Gut; Jennifer Legac; Philip J Rosenthal; Adam R Renslo
Journal:  ACS Infect Dis       Date:  2020-05-18       Impact factor: 5.084

3.  Enantioselective synthesis of boron-substituted quaternary carbon stereogenic centers through NHC-catalyzed conjugate additions of (pinacolato)boron units to enones.

Authors:  Suttipol Radomkit; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2014-02-24       Impact factor: 15.336

4.  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

5.  Stereocontrolled Pericyclic and Radical Cycloaddition Reactions of Readily Accessible Chiral Alkenyl Diazaborolidines.

Authors:  Mingkai Zhang; Peilin Xu; Alex J Vendola; Christophe Allais; Anne-Marie Dechert Schmitt; Robert A Singer; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-08       Impact factor: 16.823

6.  Convergent total synthesis of (+)-calcipotriol: A scalable, modular approach to vitamin D analogs.

Authors:  Jieyu Gu; Kevin X Rodriguez; Yuzuru Kanda; Shenghua Yang; Michal Ociepa; Henrik Wilke; Arteen V Abrishami; Lars Jørgensen; Tine Skak-Nielsen; Jason S Chen; Phil S Baran
Journal:  Proc Natl Acad Sci U S A       Date:  2022-04-27       Impact factor: 12.779

7.  Mechanism of NHC-Catalyzed Conjugate Additions of Diboron and Borosilane Reagents to α,β-Unsaturated Carbonyl Compounds.

Authors:  Hao Wu; Jeannette M Garcia; Fredrik Haeffner; Suttipol Radomkit; Adil R Zhugralin; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2015-08-11       Impact factor: 15.419

8.  Enantioselective Michael addition of water.

Authors:  Bi-Shuang Chen; Verena Resch; Linda G Otten; Ulf Hanefeld
Journal:  Chemistry       Date:  2014-12-21       Impact factor: 5.236

9.  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

10.  Biferrocene-Based Diphosphine Ligands: Synthesis and Application of Walphos Analogues in Asymmetric Hydrogenations.

Authors:  Afrooz Zirakzadeh; Manuela A Groß; Yaping Wang; Kurt Mereiter; Felix Spindler; Walter Weissensteiner
Journal:  Organometallics       Date:  2013-02-11       Impact factor: 3.876
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