Helvetica chimica acta

Stereoselektive Synthese von Pyrrolizidin??Alkaloiden aus Nitroalkanonen

A Janowitz, M Vavrecka, M Hesse

文献索引：Janowitz, Agnes; Vavrecka, Mojmir; Hesse, Manfred Helvetica Chimica Acta, 1991 , vol. 74, # 6 p. 1352 - 1361

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被引用次数: 15

摘要

Reduction of 5-nitropentadecane-2, 8-dione (ll), synthesized by a Michael reaction from nitromethane, methyl vinyl ketone, and dec-l-en-3-one, gave, depending on the conditions, two epimeric 3-heptyl-2, 3, 5, 6, 7, 7ahexahydro-5-methyl-1H-pyrrolizines as the main products: Catalytic hydrogenation (Pd/C) afforded the expected 7aa-hydro epimer lb with cis- oriented H-atoms at C (3), C (5), and C (7a). NaBqCN/NH, OAc reduction of the nitro-dione ...