Structure and stereochemistry of (±)-demethoxycarbonyl-3α- and -3β-nauclechine

Sawyer, J. F.; McLean, Stewart

doi:10.1107/s0108270185009556

Cited by 2 publications

(2 citation statements)

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“…Finally in this group of syntheses, a new p r e p a r a t i ~n ' ~ of the ester ( 97) constitutes yet another formal synthesis of (*)lysergic acid, since (97) . PhCON-…”

Section: Ergot Alkaloidsmentioning

confidence: 99%

Recent progress in the chemistry of indole alkaloids and mould metabolites

Saxton¹

1987

Nat. Prod. Rep.

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GeneralSimple Alkaloids Non-tryptamines Non-isoprenoid Tryptamines Isoprenoid Tryptamine and Tryptophan Derivatives Ergot Alkaloids Monoterpenoid Alkaloids Aristotelia Alkaloids Corynan theine-Hetero yo himbine-Y o himbine Group, and Related Oxindoles Sarpagine-Ajmaline-Picraline Group Strychnine Group Ellipticine-Uleine-Apparicine Group Aspidospermine-Vincamine Group Catharanthine-Ibogamine Group Bisindole Alkaloids Biogenetically Related Quinoline Alkaloids Cinchona Group Camptothecin References* Very recently, 8 b Wyler has refuted this claim on the grounds that neobetanin is frequently found in aged solid betanin samples, but has never been isolated from fresh beet juice. Wyler is therefore of the opinion that neobetanin is an artefact, formed during the isolation process. NATURAL PRODUCT REPORTS, 1987 3 -(0 -Epoxy -0di hyd r o f a r n e s y I ) i ndole (23 1 Me R' * Note that the structure (33b) and the physical properties quoted in ref. 47a are those of perlolyrine, but it is incorrectly named perlolidine.* For a recent synthesis of ( + )-cinchonamine see Scheme 2 I ,

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“…Finally in this group of syntheses, a new p r e p a r a t i ~n ' ~ of the ester ( 97) constitutes yet another formal synthesis of (*)lysergic acid, since (97) . PhCON-…”

Section: Ergot Alkaloidsmentioning

confidence: 99%