Tetrahedron letters

Formation and cycloaddition of nonstabilized N-unsubstituted azomethine ylides from (2-azaallyl) stannanes and (2-azaallyl) silanes

WH Pearson, RB Clark

Index: Pearson, William H.; Clark, Roger B. Tetrahedron Letters, 1999 , vol. 40, # 24 p. 4467 - 4471

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Citation Number: 28

Abstract

Protodestannylation or protodesilylation of (2-azaallyl) stannanes or (2-azaallyl) silanes led to the formation of nonstabilized N-unsubstituted azomethine ylides, which underwent cycloadditions with electron-poor alkenes to produce 2-alkyl-or 2, 5-dialkylpyrrolidines. 1, 3- Disubstituted ylides derived from the stannanes and silanes gave stereochemically complementary results; the stannanes led to trans-2, 5-dialkylpyrrolidines with high ...