Studies on Macrocyclic Diterpenoids (XVII): Total Synthesis of (-)-Cembrene-A and (+)-3,4-Epoxycembrene-A by Titanium-Induced Carbonyl Coupling Reactions

Synthesis ◽  
1996 ◽  
Vol 1996 (06) ◽  
pp. 736-740 ◽  
Author(s):  
Xiangjun Yue ◽  
Yulin Li
Keyword(s):  
Total Synthesis ◽  
Coupling Reactions

scholarly journals Total syntheses of all tri-oxygenated 16-phytoprostane classes via a common precursor constructed by oxidative cyclization and alkyl–alkyl coupling reactions as the key steps

2017 ◽  
Vol 15 (44) ◽  
pp. 9408-9414 ◽  
Author(s):  
Jakub Smrček ◽  
Radek Pohl ◽  
Ullrich Jahn
Keyword(s):  
Total Synthesis ◽  
Oxidative Cyclization ◽  
Coupling Reactions ◽  
Total Syntheses ◽  
Common Precursor ◽  
Key Steps

A parallel total synthesis of 16-F1t-, 16-E1-phytoprostanes and a first synthesis of 16-D1t-phytoprostanes based on a common precursor are described.

scholarly journals Efficient Total Synthesis of Lissodendrin B, 2-Aminoimidazole Marine Alkaloids Isolated from Lissodendoryx (Acanthodoryx) fibrosa

Marine Drugs ◽  
2019 ◽  
Vol 18 (1) ◽  
pp. 36
Author(s):  
Xianfeng Wei ◽  
Xuelong Hu ◽  
Rilei Yu ◽  
Shengbiao Wan ◽  
Tao Jiang
Keyword(s):  
Total Synthesis ◽  
Triple Bond ◽  
Coupling Reactions ◽  
Sonogashira Coupling ◽  
Marine Alkaloids ◽  
Reaction Conditions ◽  
The Core ◽  
Analog Synthesis ◽  
Biological Studies ◽  
Synthesis Approach

Lissodendrin B is a 2-aminoimidazole alkaloid bearing a (p-hydroxyphenyl) glyoxal moiety that was isolated from the Indonesian sponge Lissodendoryx (Acanthodoryx) fibrosa. We reported the first efficient total synthesis of Lissodendrin B. The precursor 4,5-disubstituted imidazole was obtained through Suzuki coupling and Sonogashira coupling reactions from 4-iodoimidazole. C2-azidation and reduction of the azide then provided the core structures of Lissodendrin B. Subsequent triple-bond oxidation, demethylation, and deacetylation gave the final product. The synthesis approach consists of ten steps with an overall yield of 1.1% under mild reaction conditions, and it can be applied for future analog synthesis and biological studies.

scholarly journals First Stereoselective Total Synthesis of Ciryneol C

SynOpen ◽  
2019 ◽  
Vol 03 (02) ◽  
pp. 59-66
Author(s):  
Ambati Sharada ◽  
Lakshmi Srinivasa Rao Kundeti ◽  
Kallaganti V. S. Ramakrishna ◽  
Kommu Nagaiah
Keyword(s):  
Total Synthesis ◽  
Coupling Reactions ◽  
Asymmetric Total Synthesis ◽  
Acetylene Derivative ◽  
Wittig Olefination ◽  
Epoxide Opening ◽  
Key Steps

The acetylene derivative Ciryneol C was isolated from the roots of C. japonicum. The asymmetric total synthesis of Ciryneol C was achieved in seven steps, with Horner–Wittig olefination, regioselective epoxide opening, and Cadiot–Chodkiewicz coupling reactions being the key steps.

Total syntheses of smenothiazoles A and B

2017 ◽  
Vol 15 (34) ◽  
pp. 7196-7203 ◽  
Author(s):  
Xiao Ma ◽  
Yajie Chen ◽  
Sigui Chen ◽  
Zhengshuang Xu ◽  
Tao Ye
Keyword(s):  
Total Synthesis ◽  
Vinyl Chloride ◽  
Coupling Reactions ◽  
Stille Reaction ◽  
Total Syntheses ◽  
Peptide Coupling ◽  
Diene System

Stereocontrolled installation of vinyl chloride and the 2,5-diene system via silastannation, Stille reaction and desilylchlorination, and the final peptide coupling reactions led to the concise total synthesis of smenothiazoles A (1) and B (2).

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