Rhodium(II)-catalyzed stereocontrolled synthesis of dihydrofuran-3-imines from 1-tosyl-1,2,3-triazoles

Abstract

Rhodium(II) acetate catalyzes the denitrogenative transformation of 5-substituted and 4,5-disubstituted 1-sulfonyl-1,2,3-triazoles with pendent allyl and propargyl ether motifs to oxonium ylides that undergo [2,3]-sigmatropic rearrangement to give substituted dihydrofuran-3-imines in high yield and diastereoselectivity. © 2014 American Chemical Society.