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Synlett 1997; 1997(1): 95-96
DOI: 10.1055/s-1997-691
DOI: 10.1055/s-1997-691
letter
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A [3+2] Annulation Procedure for the Synthesis of Bicyclic Methylenepyrrolidines
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Publikationsverlauf
Publikationsdatum:
22. März 2004 (online)
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