An improved photochemical aporphine synthesis: New syntheses of dicentrine and cassameridine

MP Cava, P Stern, K Wakisaka

Index: Cava,M.P. et al. Tetrahedron, 1973 , vol. 29, p. 2245 - 2249

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Citation Number: 38

Abstract

An improved non-oxidative photochemical synthesis of aporphine derivatives has been developed, in which o-halobenzylidenetetrahydroisoquinolines are irradiated in the presence of potassium t-butoxide. The yield (72%) of one such product, N- carbethoxynorneolitsine (25) is the highest ever reported for any cyclization producing the aporphine ring system. Compound 25 was converted in two steps to cassameridine (4), ...