Synthetic Studies on the Lycopodium Alkaloids. III. Synthesis of a Key Intermediate, Ethyl Octahydro-4aβ-hydroxy-7β-methyl-10-oxo-1H-5, 8α-propanoquinoline-1-carbamate, for the Lycopodium Alkaloids
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منابع مشابه
Synthetic studies on pseudo-dimeric Lycopodium alkaloids: total synthesis of complanadine B.
Complanadines A and B (1 and 2, Scheme 1) are dimeric Lycopodium alkaloids from the lycodine family that possess significant activity for stimulating nerve growth factor (NGF) production in human glial cells. 2] As such, 1 and 2 are of interest as potential small-molecule leads for the treatment of neurodegenerative diseases, such as Alzheimer s disease, as well as adjuvants for the regeneratio...
متن کاملThe Genus Diphasiastrum and Its Lycopodium Alkaloids.
The genus Diphasiastrum includes at least 23 species distributed primarily across the northern temperate and subarctic areas of the world. These plants produce an array of lycopodium alkaloids, and some species such as Diphasiastrum complanatum have been used in traditional medicine for ages for various conditions. Hybridization is common in this group of plants and they have always been a chal...
متن کاملLannotinidines H-J, new Lycopodium alkaloids from Lycopodium annotinum.
Three new Lycopodium alkaloids, lannotinidines H-J (1-3), were isolated from the club moss Lycopodium annotinum. The structures and relative stereochemistry of 1-3 were elucidated on the basis of spectroscopic data and the absolute stereochemistry of 2 was assigned by chemical correlation. Lannotinidine H (1) is the first Lycopodium alkaloid possessing a lycopodane skeleton with an additional C...
متن کاملStereoselective Intramolecular Enone-Olefin Photocycloadditions of 1,7-Dienes: Model Studies on the Synthesis of Lycopodium Alkaloids
Paniculatine 1, magnellanine 2. and magnellaninone 3 are three structurally similar tetracyclic alkaloids isolated and characterized by Castillo in 1976.3 Despite their unusual and interesting structures, there has been a paucity of effort directed toward the synthesis of this class of alkaloids.3 We report hem our studies on the synthesis and characterization of two tricyclic intermediates whi...
متن کاملCollective synthesis of Lycopodium alkaloids and tautomer locking strategy for the total synthesis of (-)-lycojapodine A.
The collective total synthesis of Lycopodium alkaloids (+)-fawcettimine (1), (+)-fawcettidine (2), (+)-alopecuridine (4), (-)-lycojapodine A (6), and (-)-8-deoxyserratinine (7) has been accomplished from a common precursor (15) based on a highly concise route inspired by the proposed biosynthesis of the fawcettimine- and serratinine-type alkaloids. An intramolecular C-alkylation enabled efficie...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1970
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.18.2235