Literature DB >> 22963548

Osmium-catalyzed vicinal oxyamination of alkenes by N-(4-toluenesulfonyloxy)carbamates.

Anthony C Willis, Malcolm D McLeod.   

Abstract

N-(4-toluenesulfonyloxy)carbamates based on a range of common amine protecting groups serve as preformed nitrogen sources in the intermolecular osmium-catalyzed oxyamination reaction of a variety of mono-, di-, and trisubstituted alkenes. The reactions occur with low catalyst loadings and good yields and afford high regioselectivity for unsymmetrically substituted alkenes.

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Year:  2012        PMID: 22963548     DOI: 10.1021/jo301372y

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Practical Synthetic Procedures for the Iron-Catalyzed Intermolecular Olefin Aminohydroxylation Using Functionalized Hydroxylamines.

Authors:  Cheng-Liang Zhu; Deng-Fu Lu; Jeffrey D Sears; Zhen-Xin Jia; Hao Xu
Journal:  Synthesis (Stuttg)       Date:  2016-07-25       Impact factor: 3.157

2.  Convergent Total Synthesis of Yaku'amide A.

Authors:  Yu Cai; Zhiwei Ma; Jintao Jiang; Concordia C L Lo; Shi Luo; Ankur Jalan; Joseph M Cardon; Alexander Ramos; Diego A Moyá; Daniel Joaquin; Steven L Castle
Journal:  Angew Chem Int Ed Engl       Date:  2021-01-21       Impact factor: 15.336

3.  Alkene Syn- and Anti-Oxyamination with Malonoyl Peroxides.

Authors:  Jonathan M Curle; Marina C Perieteanu; Philip G Humphreys; Alan R Kennedy; Nicholas C O Tomkinson
Journal:  Org Lett       Date:  2020-01-30       Impact factor: 6.005

4.  Enantioselective synthesis of anti-3-alkenyl-2-amido-3-hydroxy esters: application to the total synthesis of (+)-alexine.

Authors:  Lu Yu; Peter Somfai
Journal:  RSC Adv       Date:  2019-01-21       Impact factor: 4.036

5.  Iron(II)-catalyzed intermolecular amino-oxygenation of olefins through the N-O bond cleavage of functionalized hydroxylamines.

Authors:  Deng-Fu Lu; Cheng-Liang Zhu; Zhen-Xin Jia; Hao Xu
Journal:  J Am Chem Soc       Date:  2014-09-16       Impact factor: 15.419

  5 in total

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