Tetrahedron p. 3657 - 3668 (1983)
Update date:2022-08-03
Topics:
Ban, Yoshio
Yoshida, Kiyoshi
Goto, Jiro
Oishi, Takeshi
Takeda, Eiko
Ishigamori
The novel photoisomerization of 1-acylindoles accompanied by a conversion of indole to indolenine afforded 3-acylindolenines, a so far unknown reactive species, as a major product.This reaction was thorougly investigated and applied with success to the total synthesis of Strychnos, Aspidosperma, Schizozygane and Eburnamine alkaloids through a versatile intermediate 9-membered ring system,synthesized in a one pot reaction by photolysis and the simultaneous ring enlargement.
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(1993)
