Literature DB >> 30631220

A Protocol for Direct Stereospecific Amination of Primary, Secondary, and Tertiary Alkylboronic Esters.

Andrea C Grote1, Maximilian D Palkowitz1, Emma K Edelstein1, James P Morken1.   

Abstract

The direct, stereospecific amination of alkylboronic and borinic esters can be conducted by treatment of the organoboron compound with methoxyamine and potassium tert-butoxide. In addition to being stereospecific, this process also enables the direct amination of tertiary boronic esters in an efficient fashion.

Entities:  

Keywords:  Amination; Asymmetric Synthesis; Chiral Amines; Organoboron; Stereochemistry

Year:  2018        PMID： 30631220      PMCID： PMC6322687          DOI： 10.1055/s-0037-1610172

Source DB:  PubMed          Journal:  Synlett        ISSN： 0936-5214            Impact factor:   2.454


  8 in total

1.  Enantioselective Construction of Tertiary Boronic Esters by Conjunctive Cross-Coupling.

Authors:  Jesse A Myhill; Liang Zhang; Gabriel J Lovinger; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-29       Impact factor: 15.336

2.  Site-Selective Mono-Oxidation of 1,2-Bis(boronates).

Authors:  Lu Yan; James P Morken
Journal:  Org Lett       Date:  2019-05-08       Impact factor: 6.005

3.  Enantioselective catalytic 1,2-boronate rearrangements.

Authors:  Hayden A Sharma; Jake Z Essman; Eric N Jacobsen
Journal:  Science       Date:  2021-11-04       Impact factor: 47.728

4.  Photosensitized [2+2]-Cycloadditions of Alkenylboronates and Alkenes.

Authors:  Yanyao Liu; Dongshun Ni; Bernard G Stevenson; Vikrant Tripathy; Sarah E Braley; Krishnan Raghavachari; John R Swierk; M Kevin Brown
Journal:  Angew Chem Int Ed Engl       Date:  2022-04-21       Impact factor: 16.823

5.  Synthesis of Bisheteroarylalkanes by Heteroarylboration: Development and Application of a Pyridylidene-Copper Complex.

Authors:  Yuan Huang; M Kevin Brown
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-27       Impact factor: 15.336

6.  Alkyl Group Migration in Ni-Catalyzed Conjunctive Coupling with C(sp3) Electrophiles: Reaction Development and Application to Targets of Interest.

Authors:  Seung Moh Koo; Alex J Vendola; Sarah Noemi Momm; James P Morken
Journal:  Org Lett       Date:  2020-01-07       Impact factor: 6.005

7.  Catalyst-controlled selective borocarbonylation of benzylidenecyclopropanes: regiodivergent synthesis of γ-vinylboryl ketones and β-cyclopropylboryl ketones.

Authors:  Fu-Peng Wu; Xiao-Feng Wu
Journal:  Chem Sci       Date:  2022-03-21       Impact factor: 9.825

Review 8.  Electrophilic Aminating Agents in Total Synthesis.

Authors:  Lauren G O'Neil; John F Bower
Journal:  Angew Chem Int Ed Engl       Date:  2021-08-06       Impact factor: 16.823
  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.