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Porphyrins in 1,3-dipolar cycloaddition reactions with sugar nitrones. Synthesis of glycoconjugated isoxazolidine-fused chlorins and bacteriochlorins

✍ Scribed by Ana M.G Silva; Augusto C Tomé; Maria G.P.M.S Neves; Artur M.S Silva; José A.S Cavaleiro; Daniela Perrone; Alessandro Dondoni

Book ID: 104232284
Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 70 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)02243-2

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✦ Synopsis

Glycoconjugated isoxazolidine-fused chlorins and bacteriochlorins were prepared in moderate to good yields by 1,3-dipolar cycloaddition reactions of meso-tetrakis(pentafluorophenyl)porphyrin with glycosyl nitrones.

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## Abstract magnified image Asymmetric 1,3‐dipolar cycloadditions of chiral nitrones to 1‐propene‐1,3‐sultone (**1**) were investigated. Chiral nitrones **6a‐e** reacted with sultone **1** in toluene at 90 °C for 24‐36 h to give the corresponding isoxazolidines in moderate yields with high regiose