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Paper | Regular issue | Vol 34, No. 9, 1992, pp.1783-1801
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6089
Photocyclization of Enamides. 37. Synthesis of Despyrrolo Analogues of Reserpine Demonstrating a Versatile Addition-Elimination Reaction Strategy for the Preparation of Functionalized Reserpine Ring System

Takeaki Naito,* Etsuko Kuroda, Okiko Miyata, and Ichiya Ninomiya

*Kobe Women’s College of Pharmacy, Motoyamakita, Higashinada, Kobe 658, Japan

Abstract

Despyrrolo analogues (25) and (26) of reserpine and were prepared via the routes involving reductive photocyclization of the enamide (4) and addition-elimination reaction of the resulting β-methoxy enones (7) and (8).