An efficient, diastereoselective route to 2,5,6,7-tetrasubstituted-1 H -pyrrolo[1,2- c ]imidazoles has been developed using solid-phase intramolecular azomethine ylide cycloaddition and carbanilide cyclization chemistries. To successfully execute this eight-step protocol in the solid phase, it was necessary to insert a spacer moiety between the resin and glycinate functional group. Experiments addressing the stereoselectivity of the 1,3-dipolar cycloaddition step as well as the cyclative release step are also presented.
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Gong et al. (1998) studied this question.
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