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- W2079447651 abstract "C-(Alkoxycarbonyl)formimines of type 15–18 were derived from the 2-substituted tryptamines 2, 9, 10, and 11 and transformed with tosyl chloride into tricyclic 3-spiroindoles of types 19–22 (Scheme 3). The influence of the homochiral alkoxy moieties A–D on the stereochemical outcome of this reaction was studied. Good-to-excellent diastereoselectivities were observed with the (−)-8-(phenylmenth-3-yl)oxy group (B) as homochiral auxiliary. The structures of the tricycles 4, (2′R,3S)-19B, and (2′S,3R)20C were established by X-ray analysis, the structures of the others by NOE and CD studies, and by chemical correlation. Possibilities to explain the steric course of the spirocyclizations are discussed." @default.
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- W2079447651 date "1990-03-14" @default.
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- W2079447651 title "Diastereoselective Spirocyclization of<i>C</i>-(Alkyloxycarbonyl)formimines of 2-Substituted 1<i>H</i>Indole-3-ethanamines (= Tryptamines): Basic Studies. 5th Communication on Indoles, Indolenines, and Indolines" @default.
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- W2079447651 doi "https://doi.org/10.1002/hlca.19900730224" @default.
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