Literature DB >> 12201731

Anionic inverse electron-demand 1,3-dipolar cycloaddition of nitrones with ynolates. Facile stereoselective synthesis of 5-isoxazolidinones leading to beta-amino acids.

Mitsuru Shindo1, Kotaro Itoh, Chinatsu Tsuchiya, Kozo Shishido.   

Abstract

[reaction: see text] The inverse electron-demand 1,3-dipolar cycloaddition of nitrones with ynolates, followed by quenching with t-BuOH, produced substituted 5-isoxazolidinones with good trans-selectivity. These products were easily converted into beta-amino acids.

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Year:  2002        PMID: 12201731     DOI: 10.1021/ol0264455

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


  2 in total

1.  Synthesis of cyclopentenones from cyclopropanes and silyl ynol ethers.

Authors:  Xiangbing Qi; Joseph M Ready
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

2.  [3 + 2]-Cycloadditions of Azomethine Imines and Ynolates.

Authors:  Sarah E Winterton; Joseph M Ready
Journal:  Org Lett       Date:  2016-05-24       Impact factor: 6.005

  2 in total

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