REGIOSPECIFIC ALLYLATION OF SULFUR SUBSTITUTED ACTIVE METHYLENE COMPOUNDS WITH ALLYLIC BROMIDES
- 5 November 1980
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 9 (11) , 1365-1368
- https://doi.org/10.1246/cl.1980.1365
Abstract
Allylation sulfur substituted active methylene compounds such as RSCH2Y [Y = C(=O)R, COOR, CN] with allylic bromides in the presence of bases gives a mixture of the SN2-product and the apparent SN2′-product. The former product is selectively obtained in alkylation in a nonpolar solvent. Synthetic utility of this regiospecific allylation is demonstrated in the simple synthesis of pellitorine.This publication has 4 references indexed in Scilit:
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