Electroorganic chemistry. 79. Efficient synthesis of pyrrolizidine and indolizidine alkaloids utilizing anodically prepared. alpha.-methyoxy carbamates as key …

…, Y Matsumura, K Uchida, K Tsubata…

Index: Shono, Tatsuya; Matsumura, Yoshihiro; Uchida, Kenshi; Tsubata, Kenji; Makino, Atsushi Journal of Organic Chemistry, 1984 , vol. 49, # 2 p. 300 - 304

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Citation Number: 69

Abstract

Pyrrolizidine and indolizidine skeletons were constructed effectively by l, 2-annulation on a pyrrolidine ring by utilizing anodically prepared l-(alkoxycarbonyl)-2-methoxypyrrolidines as key intermediates. Elaeocarpus alkaloids (&)-elaeokanine A and (*)-elaeokanine C were synthesized in five steps from 1-(methoxycarbony1)-2-methoxypyrrolidine, and also the synthesis of necins of Senecio alkaloids (*)-trachelanthamidine and (*)-isoretronecanol ...

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