Regio-and stereoselective hydrosulfonylation of conjugated dienes via (. pi.-allyl) palladium complex

Y Tamaru, Y Yamada, M Kagotani…

Index: Tamaru, Yoshinao; Yamada, Yoshimi; Kagotani, Masahiro; Ochiai, Hirofumi; Nakajo, Eiji; et al. Journal of Organic Chemistry, 1983 , vol. 48, # 24 p. 4669 - 4681

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Citation Number: 9

Abstract

The combination of a sulfonylpalladation of acyclic dienes 1 (with 2 equiv of NaSOzR and 1 equiv of PdClz in acetic acid or acetic acid-H20 at 50-80 “C under air) and a protiodepalladation of the thus obtained [I-(sulfonylmethy1)-T-allyl] palladium complexes 3 with dimethylglyoxime (in a protic solvent at room temperature) provides di-and trisubstituted (Z)-A3-sulfones 12 selectively, irrespective of the stereochemistry of the starting dienes. ...