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The anion of 3H-pyrrolizine was isolated as its lithium 2a and thallium salts 3 and the anion of 1-methyl-3H-pyrrolizine as its lithium salt 2b. Reaction of the lithium anions with Group 14 electrophiles led to a number of substituted derivatives of the 3H-pyrrolizine ring system. In the case of 2b it was shown that the number of isomers obtained was strongly dependent on the reaction solvent.
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