Concepedia

Tandem Wittig reaction and Cope rearrangement of 2-allyl, 2-dihydroindol-3-ones to 3-indole acetates

Tomomi Kawasaki, Kazuaki Watanabe, Kouhei Masuda, Masanori Sakamoto

Journal of the Chemical Society Chemical Communications · 1995 · 12 citations · 7 references

DOI

Concepts

Abstract

Treatment of 2-allyl-1,2-dihydroindol-3-ones 1 with phosphonium ylides 2 in refluxing toluene gives 3-indole acetates 4 in good yields by tandem Wittig reaction and aromatization induced Cope rearrangement.

References

7

Stereocontrolled Construction of Complex Cyclic Ketones via Oxy‐Cope Rearrangement

Leo A. Paquette · Angewandte Chemie International Edition in English · 1990 · 120 citations

, , +11

Demonstration of the Synthetic Power of Oxazaborolidine-Catalyzed Enantioselective Diels-Alder Reactions by Very Efficient Routes to Cassiol and Gibberellic Acid

E. J. Corey, Angel Guzmán-Pérez, Teck‐Peng Loh · Journal of the American Chemical Society · 1994 · 95 citations

, , +4

Oxyanion Orientation in Anionic Oxy-Cope Rearrangements

Eun Lee, Yong Rok Lee, Bongjin Moon et al. · The Journal of Organic Chemistry · 1994 · 41 citations

, , +5

Thio-Claisen and Cope rearrangements. A general method for the synthesis of .alpha.,.beta.,.alpha.,.zeta.-unsaturated thioamides

Yoshinao Tamaru, Toshiro Harada, Zen‐ichi Yoshida · Journal of the American Chemical Society · 1980 · 38 citations

, , +8

Tandem Cope-Claisen rearrangement. Scope and stereochemistry

Frederick E. Ziegler, John J. Piwinski · Journal of the American Chemical Society · 1982 · 35 citations

, , +8