18397-07-4Relevant articles and documents
Harley-Mason,Taylor
, p. 812 (1970)
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Dadson,Harley-Mason
, p. 665 (1969)
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Biomimetic assembly of leucoridine A
Benayad, Sarah,Beniddir, Mehdi A.,Evanno, Laurent,Poupon, Erwan
, p. 1894 - 1898 (2015)
The three-step biomimetic assembly of leucoridine A, a pseudosymmetric bisindole of Leuconotis griffithi (Apocynaceae) is described. The semisynthetic route provides suitable conditions toward the central 3-spiro-1,2,3,4-tetrahydropiperidine ring connecting the two subunits of the highly congested structure. The biomimetic assembly by a Diels-Alder or alternatively an imino-Rauhut-Currier reaction affords the natural (S)-diastereomer of leucoridine A as the sole product. The sequence, repeated in a one-pot cascade, supports a non-enzymatic pathway for the assembly of this bisindole and the known related alkaloids. The biomimetic cascade assembly of leucoridine A, a pseudosymmetric bisindole of Leuconotis griffithi (Apocynaceae) is described. The semisynthetic route provides suitable conditions toward the central 3-spiro-1,2,3,4-tetrahydropiperidine ring connecting the two subunits of the highly congested structure. The biomimetic assembly by an imino-Rauhut-Currier reaction affords the natural (S)-diastereomer of leucoridine A as the sole product.
On the alkaloids of "pao-pereira", Geissospermum laeve (Vellozo) Baillon. Note III. Geissoschizoline, apogeissoschizine and geissospermine.
PUISEUX,LE HIR,GOUTAREL,JANOT,LEMEN
, p. 626 - 633 (2007/10/04)
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