The preparation of new N-2-bromoallyl-N-(3-functionalized)allylamines and the intramolecular carbolithiation reactions of the corresponding organolithiums generated by bromine-lithium exchange are reported. The effect of the substituent at the terminal position of the allyl moiety is studied. This methodology allows the efficient synthesis of a variety of interesting functionalized pyrrolidine and hexahydroindole derivatives from simple starting materials. (C) 2004 Academie des sciences. Published by Elsevier SAS. All rights reserved.
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