Studies on the synthesis of 1-azaspiro [5.5] undecanes related to histrionicotoxin

JJ Venit, M DiPierro, P Magnus

文献索引：Venit, John J.; DiPierro, Michael; Magnus, Philip Journal of Organic Chemistry, 1989 , vol. 54, # 18 p. 4298 - 4301

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被引用次数: 19

摘要

3-Methoxybenzaldehyde was converted into 4-(3-methoxyphenyl) butylamine (4), and the derived hydrochloride was reduced with Li/NH3/EtOH to give the spirocyclic keto amine 6. The reduction of 6 and urethane derivatives 13 and 14 to give the corresponding cis and trans alcohols 91 10, 15/16, and 17/18 was studied. The keto amine 6 upon attempted ketalization underwent rearrangement to give the a $-unsaturated imine 11. Treatment of ...