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1,3-Dipolar cycloadditions of azomethine ylides to alkenylboronic esters. Access to substituted boron analogues of β-proline and 3-hydroxypyrrolidines

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
45
Issue
9
Identifiers
DOI: 10.1016/j.tetlet.2003.12.115
Keywords
  • Boronic Esters
  • Dipolar Cycloaddition
  • Azomethine Ylide
  • Aminoacids Analogues
  • Pyrrolidines

Abstract

Abstract 3-Boronic esters-substituted pyrrolidines were prepared via 1,3-dipolar cycloadditions of azomethine ylides to alkenyl boronates. Hydrolysis gave boron analogues of substituted β-prolines, while treatment with trimethylamine oxide afforded the corresponding pyrrolidin-3-ols.

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