An Insight into Selective Olefin Bond Functionalization of Cyclodienes through Nitrile Oxide 1,3-Dipolar Cycloadditions

Benke, Zsanett Amália and Nonn, Melinda and Fülöp, Ferenc and Kiss, Loránd (2019) An Insight into Selective Olefin Bond Functionalization of Cyclodienes through Nitrile Oxide 1,3-Dipolar Cycloadditions. ChemistrySelect. ISSN 2365-6549

Text 10.1002@slct.201900688ChemSelect2019.pdf Restricted to Registered users only Download (2MB)

Abstract

Selective functionalizations of the ring olefin bond of various commercial cyclodienes through nitrile oxide dipolar cycloaddition is described. Nitrile oxides were generated from primary nitroalkanes by Mukaiyama’s method. Besides regioselectivity, the dipolar cycloadditions have been performed in view of selectivity of the ring olefin bonds. The cycloalkenefused isoxazoline products were easily converted through ring opening and cross metathesis into valuable dialkenylated heterocycles.

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