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1,3-Dipolar cycloaddition of nitrile oxides to 1-phenylsulfonyl-1,3-butadienes: synthesis of 3-(4,5-dihydroisoxazol-5-yl)pyrroles

✍ Scribed by Sung Hee Hwang; Mark J Kurth

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
72 KB
Volume
43
Category
Article
ISSN
0040-4039

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ChemInform Abstract: 1,3-Dipolar Cycload
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## Abstract The reaction of prop‐1‐ene‐1,3‐sultone **1** with a variety of nitrile oxides **3** afforded novel [3+2] cycloaddition products **4** in good yield. The cycloaddition reaction achieved excellent regioselectivity.

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4,5-Dihydro-2-methyloxazole la and 4,5-dihydro-2,4.4-trimethyloxazole lb, which are examples of cyclic imidate esters, undergo 1,fdipolar cycloaddition reactions with benzonitrile N-oxide, to give the appropriate 5,6-dihydro-7a-methyl-3-