Literature DB >> 15479053

Aminoboranes as "compatible" iminium ion generators in aminative C-C bond formations.

Michinori Suginome1, Lars Uehlin, Masahiro Murakami.   

Abstract

Aminoboranes have been shown to be highly efficient and mild iminium ion generators in the Mannich-type aminative coupling of aldehydes with silyl ketene acetals. By using aminoboranes bearing bulky amino groups, such as a diisopropylamino group, free secondary amines can be successfully used as the amino component in a three-component Mannich reaction with aldehydes and silyl ketene acetals.

Entities:  

Year:  2004        PMID: 15479053     DOI: 10.1021/ja045827y

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  6 in total

1.  Mild and selective hydrozirconation of amides to aldehydes using Cp2Zr(H)Cl: scope and mechanistic insight.

Authors:  Jared T Spletstoser; Jonathan M White; Ashok Rao Tunoori; Gunda I Georg
Journal:  J Am Chem Soc       Date:  2007-02-22       Impact factor: 15.419

2.  Hydroboration of nitriles and imines by highly active zinc dihydride catalysts.

Authors:  Xiaoming Wang; Xin Xu
Journal:  RSC Adv       Date:  2021-01-04       Impact factor: 3.361

3.  Preparation and facile addition reactions of iminium salts derived from amino ketene silyl acetal and amino silyl enol ether.

Authors:  Makoto Shimizu; Shingo Hata; Koichi Kondo; Kazuhiro Murakami; Isao Mizota; Yusong Zhu
Journal:  RSC Adv       Date:  2020-07-24       Impact factor: 4.036

4.  Alkaline-Earth-Catalyzed Dehydrocoupling of Amines and Boranes.

Authors:  David J Liptrot; Michael S Hill; Mary F Mahon; Andrew S S Wilson
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-11       Impact factor: 15.336

Review 5.  Selective Double Addition Reaction of an E‒H Bond (E = Si, B) to a C≡N Triple Bond of Organonitriles.

Authors:  Masumi Itazaki; Hiroshi Nakazawa
Journal:  Molecules       Date:  2018-10-25       Impact factor: 4.411

6.  Facile synthesis of α-aminoboronic acids from amines and potassium acyltrifluoroborates (KATs) via trifluoroborate-iminiums (TIMs).

Authors:  Tomoya Shiro; Anne Schuhmacher; Moritz K Jackl; Jeffrey W Bode
Journal:  Chem Sci       Date:  2018-05-16       Impact factor: 9.825

  6 in total

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