Intramolecular 1,3-dipolar cycloaddition of cyclo-1,3-diene-tethered nitrile oxides |
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| Authors: | Ming-Chang P. Yeh Chi-Fen Jou Wei-Tzou Yeh Da-Yu Chiu N. Ravi Kumar Reddy |
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| Affiliation: | Department of Chemistry, National Taiwan Normal University, 88 Ding-Jou Road, Section 4, Taipei 117, Taiwan, ROC |
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| Abstract: | Intramolecular 1,3-dipolar cycloaddition of cyclo-1,3-diene- and -1,3,5-triene-tethered nitrile oxides gave tricyclic isoxazolines as a single stereoisomer in most cases. The relative stereochemistry of tricycle-fused isoxazolines resulting from 1,3-dipolar cycloaddition of cyclo-1,3-diene-tethered nitrile oxides is cis-cis, whereas from cyclohepta-1,3,5-triene-tethered nitrile oxides the cis-trans isomer predominates. |
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| Keywords: | Aldoximes Isoxazolines Cyclohexa- and cyclohepta-1,3-dienes Cyclohepta-1,3,5-trienes |
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