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Dipolar cycloaddition reaction of (phenylsulfonyl)propadiene with nitrones and alkylation studies of the cycloadducts

✍ Scribed by Albert Padwa; Stephen P. Carter; Ugo Chiacchio; Donald N. Kline


Book ID
104218698
Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
227 KB
Volume
27
Category
Article
ISSN
0040-4039

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✦ Synopsis


Dipolar cycloaddition of nitrones with (phenylsulfon,yl)propadiene give 4-sulfonyl substituted isoxazolidines whose reactions with base and several electrophiles have been studied.


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## Abstract The dipolar cycloaddition reaction of allenyl perfluoroalkyl sulfones (**1**) to nitrones (**2**) was described. Unlike nonfluorine‐containing allenyl sulfones, **1** reacted readily with **2** in ether at room temperature and unusual zwitterionic cycloadducts (**3**) were obtained in g