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Sarpagine

N-Acyliminium ions as intermediates in alkaloid synthesis, 32, 271 (1988) Ajmaline-Sarpagine alkaloids, 8, 789 (1965), 11, 41 (1968)... [Pg.241]

G. Sarpagine type alkaloids (including gardneria bases).135... [Pg.2]

Sarpagine-Ajmaline-Picraline Group. Vincamajine and quebrachidine have been found to occur in the leaves and stem bark of Alstonia odontophora,59 normacusine B occurs in Strychnos rubiginosa,ss and vellosimine in Rauwolfia vomitoria.lla R. volkensii contains quaternine, nortetraphyllicine, peraksine,... [Pg.170]

Enzymatic Formation of Monoterpenoid Indole Alkaloids 2.1 Heteroyohimbine /Sarpagine /Ajmaline Type Alkaloids... [Pg.69]

Sarpagine-Ajmaline-Picraline Group. Ajmaline and pelirine are among the constituents of the roots of Rauwolfia cambodiana,60 and ajmaline, 12-methoxy-ajmaline, vomalidine, norajmaline, rauvomitine, tetraphyllicine, and ajmaline 17-O-trimethoxybenzoate occur in the roots of R. obscura.61 Vincamajine has been... [Pg.182]

An oxidative spiroannulation reaction was carried out for simple phenols and as a result good yields of spiro-compounds containing tetrahydrofuran rings were obtained <02TL3597>. In the stereospecific and enantiospecific total synthesis of the sarpagine indole alkaloid dehydro-16-epinormacusine B, an oxidative cyclization of the alcohol shown below was the key and final step <02OL4681>. [Pg.185]

The partial synthesis70 of macroline (136) from normacusine B (140) was inspired by its postulated biosynthesis from a sarpagine-type precursor. Normacusine B (140), prepared by a previously published route from perivine, was protected at the primary alcohol group and then methylated on Na. Direct epoxidation of the product (141) failed however, osmylation gave the desired diol together with the related oxindole obtained by simultaneous oxidation of the indole double-bond, followed by rearrangement. Conversion of these diols into the related epoxides gave a mixture of (142) and (143), from which the desired epoxide (142) could be separated satisfactorily by fractional crystallization. [Pg.203]

SCHMIDT, D., STOCKIGT, J., Enzymatic formation of the sarpagan-bridge A key step in the biosynthesis of sarpagine- and ajmaline-type alkaloids. Planta Med., 1995,61,254-258. [Pg.174]

This alkaloid is a member of the sarpagine group, and its structure was readily derived by simple transformations (58) which, among others,... [Pg.225]

C. Sarpagine-like bases Lochnerine (16, 26) Perivine" (4, 31) C20H22N2O36 180-181 -121° 7.5 (66%) See appropriate chapter UV = 2-acylindole... [Pg.270]


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3-Oxygenated Sarpagine Alkaloids

Ajmaline-Sarpagine alkaloids

Ajmaline-sarpagine

Macroline/sarpagine-related oxindole

Sarpagine Vellosimine

Sarpagine alkaloids

Sarpagine group, indole alkaloids

Sarpagine type alkaloids

Sarpagine-Ajmaline-Picraline Group

Sarpagine-Ajmaline-Picraline-Vobasine Group

Sarpagine-related ajmaline alkaloids

Sarpagine-type alkaloids koumidine

Sarpagine-type indole alkaloids

Sarpagine/macroline-related indole

Sarpagine/macroline-related indole alkaloids

Sarpagine/macroline-related indole synthesis

The Ajmaline-Sarpagine Alkaloids by W. I. Taylor

The Sarpagine Group

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