Literature DB >> 22811000

Asymmetric organocatalytic diboration of alkenes.

Amadeu Bonet1, Cristina Sole, Henrik Gulyás, Elena Fernández.   

Abstract

The use of chiral alcohols to form the Lewis acid-base *RO(-)→ bis(pinacolato)diboron adduct, in situ, provides an opportunity to induce asymmetry in the organocatalytic diboration of alkenes and complements the well established transition metal-mediated enantioselective diboration.

Entities:  

Year:  2012        PMID: 22811000     DOI: 10.1039/c2ob26079d

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  8 in total

1.  Scalable, Metal- and Additive-Free, Photoinduced Borylation of Haloarenes and Quaternary Arylammonium Salts.

Authors:  Adelphe M Mfuh; John D Doyle; Bhuwan Chhetri; Hadi D Arman; Oleg V Larionov
Journal:  J Am Chem Soc       Date:  2016-03-01       Impact factor: 15.419

2.  1,2-Boron Shifts of β-Boryl Radicals Generated from Bis-boronic Esters Using Photoredox Catalysis.

Authors:  Daniel Kaiser; Adam Noble; Valerio Fasano; Varinder K Aggarwal
Journal:  J Am Chem Soc       Date:  2019-09-03       Impact factor: 15.419

3.  Carbohydrate-Catalyzed Enantioselective Alkene Diboration: Enhanced Reactivity of 1,2-Bonded Diboron Complexes.

Authors:  Lichao Fang; Lu Yan; Fredrik Haeffner; James P Morken
Journal:  J Am Chem Soc       Date:  2016-02-16       Impact factor: 15.419

4.  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

5.  Reactivity of highly Lewis acidic diborane(4) towards pyridine and isocyanide: formation of boraalkene-pyridine complex and ortho-functionalized pyridine derivatives.

Authors:  Yuhei Katsuma; Hiroki Asakawa; Makoto Yamashita
Journal:  Chem Sci       Date:  2017-12-11       Impact factor: 9.825

6.  Selective, Transition Metal-free 1,2-Diboration of Alkyl Halides, Tosylates, and Alcohols.

Authors:  Mingming Huang; Jiefeng Hu; Shasha Shi; Alexandra Friedrich; Johannes Krebs; Stephen A Westcott; Udo Radius; Todd B Marder
Journal:  Chemistry       Date:  2022-03-19       Impact factor: 5.020

7.  Hydroxyl-directed stereoselective diboration of alkenes.

Authors:  Thomas P Blaisdell; Thomas C Caya; Liang Zhang; Amparo Sanz-Marco; James P Morken
Journal:  J Am Chem Soc       Date:  2014-06-24       Impact factor: 15.419

8.  Transition-Metal-Free Borylation of Allylic and Propargylic Alcohols.

Authors:  Núria Miralles; Rauful Alam; Kálmán J Szabó; Elena Fernández
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-02       Impact factor: 15.336

  8 in total

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