Total synthesis of (±)-16-hydroxydihydrocleavamines and partial synthesis of demethoxycarbonyldeoxyvinblastine

1967 ◽  
Vol 0 (20) ◽  
pp. 1048-1049 ◽  
Author(s):  
John Harley-Mason ◽  
Atta-ur-Rahman Atta-ur-Rahman
Keyword(s):  
Total Synthesis ◽  
Partial Synthesis

Studies on double acylation of aromatic hydrocarbons. XI. A total synthesis of 5,6-Dihydro-4H-benz[de]anthracene

1972 ◽  
Vol 25 (7) ◽  
pp. 1521 ◽  
Author(s):  
A Rahman ◽  
BM Vuano ◽  
NM Rodriguez
Keyword(s):  
Total Synthesis ◽  
Propionic Acid ◽  
Intramolecular Cyclization ◽  
Butyric Acid ◽  
Aromatic Hydrocarbons ◽  
Dibasic Acid ◽  
Membered Ring ◽  
Ring Closure ◽  
Partial Synthesis

Starting from ethyl 3-(1-naphthyl)propionate (1), the dibasic acid 4-(4-carboxy-ethyl-I-naphthyl)butyric acid (3) was prepared, which served as a key compound for the synthesis of 5,6-dihydro-4H-benz[de]anthraoene (6) by a double intramolecular cyclization. The monocyolization of the dibasic acid (3) gave rise by a preferential six-membered ring closure, to 3-(1-oxo-1,2,3,4-tetrahydro-9-phenanthryl)propionic acid (7). A partial synthesis of 5,6-dihydro-4H-benz[de]anthracene (6), by succinoylation of perinaphthane followed by usual synthetic steps, is reported as confirmatory evidence of the identity of (6) obtained by double cyclization of the diacid. Some aspects of the orientation of intramolecular acylation are discussed.

Steroid Total Synthesis—Hydrochrysene Approach. IX.1Preparation of Comparison Substances by Partial Synthesis

1956 ◽  
Vol 78 (24) ◽  
pp. 6347-6353 ◽  
Author(s):  
Raphael Pappo ◽  
Barry M. Bloom ◽  
William S. Johnson
Keyword(s):  
Total Synthesis ◽  
Partial Synthesis

Total synthesis of indole and dihydroindole alkaloids. II. Partial synthesis of some nine-membered ring intermediates from catharanthine

1970 ◽  
Vol 92 (6) ◽  
pp. 1704-1707 ◽  
Author(s):  
James P. Kutney ◽  
Walter J. Cretney ◽  
John R. Hadfield ◽  
Ernest Stanley. Hall ◽  
Vern R. Nelson
Keyword(s):  
Total Synthesis ◽  
Membered Ring ◽  
Partial Synthesis

The Structure and Synthesis of 4-Oxypannaric Acid 2-Methyl Ester, a Dibenzofuran From the Lichen Leproloma diffusum

1994 ◽  
Vol 47 (4) ◽  
pp. 703 ◽  
Author(s):  
JA Elix ◽  
JA Elix ◽  
R Naidu ◽  
R Naidu ◽  
JR Laundon ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Total Synthesis ◽  
Dimethyl Ester ◽  
Partial Synthesis

The structure of the major dibenzofuran present in the lichen Leproloma diffusum has been shown to be that of 4-oxypannaric acid 2-methyl ester (2-methyl hydrogen 3,4,9-trihydroxy-1,7-dimethyldibenzofuran-2,6-dicarboxylate) (2). The structure of (2) was confirmed by total synthesis, achieved through a biomimetic-type approach using palladium(II) acetate in the key cyclization step. Partial synthesis of the corresponding dimethyl ester (8) was effected starting from natural pannaric acid 6-methyl ester (6).

scholarly journals Bisindole Alkaloids from the Alstonia Species: Recent Isolation, Bioactivity, Biosynthesis, and Synthesis

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3459
Author(s):  
Kamal P. Pandey ◽  
Md Toufiqur Rahman ◽  
James M. Cook
Keyword(s):  
Biological Activity ◽  
Total Synthesis ◽  
Drug Targets ◽  
Partial Synthesis ◽  
Formal Synthesis ◽  
Methyl Substitution ◽  
Synthetic Derivatives

Bisindoles are structurally complex dimers and are intriguing targets for partial and total synthesis. They exhibit stronger biological activity than their corresponding monomeric units. Alkaloids, including those containing C-19 methyl-substitution in their monomeric units, their synthetic derivatives, and their mismatched pairs can be attractive targets for synthesis and may unlock better drug targets. We herein discuss the isolation of bisindoles from various Alstonia species, their bioactivity, putative biosynthesis, and synthesis. The total synthesis of macralstonidine, macralstonine, O-acetylmacralstonine, and dispegatrine, as well as the partial synthesis of alstonisidine, villalstonine, and macrocarpamine are also discussed in this review. The completion of the total synthesis of pleiocarpamine by Sato et al. completes the formal synthesis of the latter two bisindoles.

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