Literature DB >> 15040749

A new look at boron enolate chemistry: aminative C-C bond formation using diaminoboron enolate with aldehyde.

Michinori Suginome1, Lars Uehlin, Akihiko Yamamoto, Masahiro Murakami.   

Abstract

Unlike ordinary boron enolates, such as dialkylboryl (R(2)B) and dialkoxyboryl ((RO)(2)B) derivatives, reactions of diaminoboryl ((R(2)N)(2)B) enolates with aldehydes proceed with the concurrent transfer of amino and enoxy groups from the boron to the aldehyde carbon, yielding beta-amino ketones in a selective manner.

Entities:  

Year:  2004        PMID: 15040749     DOI: 10.1021/ol0497436

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Multicomponent Mannich reactions with boron enolates derived from diazo esters and 9-BBN.

Authors:  Yi Luan; Scott E Schaus
Journal:  Org Lett       Date:  2011-04-07       Impact factor: 6.005

2.  The redox-Mannich reaction.

Authors:  Weijie Chen; Daniel Seidel
Journal:  Org Lett       Date:  2014-05-23       Impact factor: 6.005

3.  Chemodivergent transformations of amides using gem-diborylalkanes as pro-nucleophiles.

Authors:  Wei Sun; Lu Wang; Yue Hu; Xudong Wu; Chungu Xia; Chao Liu
Journal:  Nat Commun       Date:  2020-06-19       Impact factor: 14.919

4.  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

Review 5.  Recent Advances in BODIPY Compounds: Synthetic Methods, Optical and Nonlinear Optical Properties, and Their Medical Applications.

Authors:  Prabhuodeyara M Gurubasavaraj; Vinodkumar P Sajjan; Blanca M Muñoz-Flores; Víctor M Jiménez Pérez; Narayan S Hosmane
Journal:  Molecules       Date:  2022-03-14       Impact factor: 4.411

  5 in total

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