A synthesis of functionalized dihydro-1Η-pyrrolizines and spiropyrrolizines via [2 + 3] cycloaddition reactions
Issa Yavari1, Leila Baoosi2, Mohammad R Halvagar3
1Department of Chemistry, Tarbiat Modares University, P.O. Box 14115-175, Tehran, Iran. yavarisa@modares.ac.ir.
Abstract:
A one-pot synthesis of dihydro-1H-pyrrolizine derivatives via [Formula: see text] cycloaddition reaction of azomethine ylides, prepared in situ from proline and ninhydrin, with dialkyl acetylenedicarboxylates, in alcohols, is described. When sarcosine was used instead of proline, functionalized spiropyrrolizines were obtained. Under these conditions, alkyl propiolates produced stable spirans.
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