REGIOSPECIFIC ALLYLATION OF SULFUR SUBSTITUTED ACTIVE METHYLENE COMPOUNDS WITH ALLYLIC BROMIDES

DOI: 10.1246/cl.1980.1365

Source and publish data:

Chemistry Letters p. 1365 - 1368 (1980)

Update date:2022-08-02

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Authors:

Ono, Noboru

Miyake, Hideyoshi

Tanabe, Yo

Tanaka, Kazuhiko

Kaji, Aritsune

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Article abstract of DOI:10.1246/cl.1980.1365

Allylation of sulfur substituted active methylene compounds such as RSCH2Y with allylic bromides in the presence of bases gives a mixture of the S_N2-product and the apparent S_N2'-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.

Full text of DOI:10.1246/cl.1980.1365

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