Toward the Synthesis of Biologically Important Chlorins, Isobacteriochlorins, and Corrins. Cyclic Enamides from Acetylenic Amides

PA Jacobi, HL Brielmann, SI Hauck

Index: Jacobi, Peter A.; Brielmann, Harry L.; Hauck, Sheila I. Journal of Organic Chemistry, 1996 , vol. 61, # 15 p. 5013 - 5023

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Citation Number: 67

Abstract

Cyclic enamides 1 of a type useful in the synthesis of naturally occurring chlorins, isobacteriochlorins, and corrins have been prepared by a process involving 5-exo-dig cyclization of the appropriate acetylenic amides 11. The desired cyclization is catalyzed by either n-Bu4NF or LiAl (NHBn) 4.