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The application of the sulphide contraction to the synthesis of some simple pyrrolidine alkaloids
Authors:Rodolfo. Ghirlando  Arthur.S Howard  Ruth.B Katz  Joseph.P Michael
Affiliation:Department of Chemistry, University of the Witwatersrand, Johannesburg 2000 South Africa
Abstract:The alkaloids (±)-hygrine, (±)-dehydrodarlinine, (±)-dehydrodarlingianine, and (±)-N-methylruspolinone have been synthesised by selective reduction of vinylogous amides formed by sulphide contraction of the salts prepared by reaction of N-methyl-2-thiopyrrolidone with the appropriate bromomethyl ketones.
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