4.4 Article

Direct construction of quaternary carbon center utilizing an allylsamarium bromide reagent

Journal

TETRAHEDRON
Volume 58, Issue 26, Pages 5301-5306

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(02)00491-X

Keywords

allylsamarium bromide; lactones; lactams; 2,2-diallylated cyclic ethers

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Direct geminal diallylation of lactones, lactams and acyclic amides containing a N-H bond has been achieved in the presence of allylsamarium bromide. By applying this method, quaternary carbons have been constructed, and 2,2-diallylated cyclic ethers, 2,2-diallylated nitrogen heterocycles and diallylated amides were synthesized in moderate to good yields under mild conditions. (C) 2002 Elsevier Science Ltd. All rights reserved.

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