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1,3-Dipolar cycloaddition of nitrile oxides to 2(5H)-furanones substituted at the 5-position by sulphur bearing groups

✍ Scribed by Raquel Alguacil; Francisco Fariña; M.Victoria Martín

Book ID
107857788
Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
798 KB
Volume
52
Category
Article
ISSN
0040-4020

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The 1,3 dipolar cycloadditions of diazomethane and ethyl diazoacetate with differently substituted 5-mlfur-2(5/-/)-furanones (1-6) are rcpone~ Cycloaddition of diazomethane occurs in a regio-and ~¢ manner to give the ~ed adducts 9-14, in good yield. The cycloaddition with ethyl diazoat~ate occurs al

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## Abstract Benzonitrile oxide cycloadds to the CC bond of substituted 4,5‐dihydro‐3‐methylene‐2(3__H__)‐furanones 1a–1g. Thus, (__E__)‐1a and (__E__)‐1b are converted into the corresponding isoxazolinespirodihydrofuranones (4__RS__,5__RS__)‐2a and (4__RS__,5__RS__)‐2b, and (__E__)‐1c is converted