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- W1514931878 abstract "Condensation of methyl 1,2,3,4,5,6-hexahydroazepino[4,5-b]indole-5-carboxylate (5) with the ethylene ketal of 2-acetyl-5-chloropentanal, followed by reactions with triethylamine and aqueous acid gave minovincine 1a. Alternatively, a condensation of the indoloazepine hydrochloride 5a with the sodium enolate of formyl acetone, followed by acid cyclization, N-benzylation and reaction with base gave the 19-oxosecodine analogue 13. Thermal cyclization of the latter, debenzylation by hydrogenolysis, alkylation with 1,3-bromochloropropane and final cyclization gave minovincine 1a. This sequence provides the first example of isolation and subsequent cyclization of a reactive secodine analogue." @default.
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- W1514931878 date "1983-01-01" @default.
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- W1514931878 title "Studies in biomimetic alkaloid syntheses—9" @default.
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- W1514931878 doi "https://doi.org/10.1016/s0040-4020(01)88609-9" @default.
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