Palladium-catalyzed substitutions of allylic nitro compounds. Regiochemistry

R Tamura, Y Kai, M Kakihana, K Hayashi…

Index: Tamura, Rui; Kai, Yoshiki; Kakihana, Masato; Hayashi, Koji; Tsuji, Masanori; et al. Journal of Organic Chemistry, 1986 , vol. 51, # 23 p. 4375 - 4385

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Citation Number: 48

Abstract

Primary, secondary, and tertiary allylic nitro compounds underwent Pd (0)-catalyzed allylic substitution by stabilized carbanions, secondary amines, and benzenesulfinate ion (PhS02- ). a,@-Disubstituted a-nitro olefins also behaved as allylic nitro compounds, via base- catalyzed vinyl-allyl rearrangement, and underwent allylic substitution by secondary amines and PhS02-. The regiochemistry of these substitutions was dependent on the structure of ...

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