Symposium on the Chemistry of Natural Products, symposium papers
Online ISSN : 2433-1856
15
Session ID : 17
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17 Total Syntheses of Isoquinoline Alkaloids by Photolytic Reaction
T. KametaniK. FukumotoS. ShibuyaM. IharaM. KoizumiT. KohnoH. NemotoK. YamakiT. SugaharaH. SugiT. HondaK. ShishidoY. Satoh
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Abstract

The organic photolytic reaction provides an efficient method in a few steps for the synthesis of the strain compounds and the complicated compounds, which are difficult to obtain by a classic reaction. Therefore, we examined a synthesis by photolytic reaction of several alkaloids having complicated structure. Photolysis of the diazotized 1-benzylisoquinolines gave the aporphine and morphinandienone alkaloids. Moreover, the 1-phenethylisoquinoline series afforded the homo-aporphine and homomorphinandienone alkaloids. Secondly, photolysis of several types of phenolic bromo-compounds furnished the aporphine, morphinandienone, proaporphine, proerythrinadienone, hasubanan related compound, homoaporphine, homomorphinandienone, homoproaporphine and Amaryllidaceae alkaloids.

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