A [3+2] Annulation Procedure for the Synthesis of Bicyclic Methylenepyrrolidines

Masahiro Sadakane, Ruth Vahle, Kerstin Schierle, Doris Kolter, Eberhard Steckhan

Synlett · 2004 · 14 citations · 0 references

Concepts

Abstract

All articles of this category Reactions between 2-chloromethyl-3-trimethylsilyl-1-propene 1 and N-acyliminium ions, which were generated in situ from α-methoxy or α-acetoxy amides 2 , give allylic chlorides 3 in good yields and high stereoselectivities. The allylic chlorides 3 were further transformed to bicyclic methylenepyrrolidines 4 which are building blocks for pharmacologically interesting compounds. N-Acyliminium ions - methylenepyrrolidines - diastereoselective amidoalkylation