Total synthesis of the Securinega alkaloids.
Total Synthesis of the Anti-Leukemia Alkaloid (-)-Deoxyharringtonine  Zhiyong: Total Synthesis of Iejimalide B
Synthesis of the Securinega Alkaloids
The first total synthesis of dimeric securinega alkaloid (−)-flueggenine C is completed via an accelerated intermolecular Rauhut–Currier (RC) reaction. Despite the numerous reports on the total synthesis of monomeric securinegas, the synthesis of dimeric securinegas whose monomeric units are connected by a putative enzymatic RC reaction has not been reported to date. We have found that installation of a nucleophilic functional group at the γ-position of an enone greatly accelerates the rate of the diastereoselective intermolecular RC reaction. This discovery enabled an efficient and selective formation of the dimeric intermediate which was further transformed to (−)-flueggenine C.
The first total synthesis of the alkaloids (±)-α,β-myrifabral A and B has been accomplished in only four steps from conveniently available starting materials. This short synthesis relied on the use of a key tandem Mannich/amidation reaction to rapidly construct the core framework and two carbon stereocenters. The synthetic route allows for large scale preparation of these promising natural products against the hepatitis C virus (HCV).
Total synthesis of complex natural products including alkaloids ..
Quinazolinones are a class of compounds that exhibit a diverse range of medicinal properties, such as antitumor activities. As a result, simple methods for their preparation are needed for further pharmacological study. Previous synthetic methods have utilized formamide, orthoformate, various metal catalysts, and microwave technology. In this study, good yields of N-substituted quinazolinones were achieved through a novel reaction of anthranilic acid and ethanolamine under optimized microwave conditions. This strategy culminated in a one-step formal total synthesis of the terrestrial alkaloid tryptoquivaline G that avoids flaws in traditional methods such as the necessity for masking and deprotection steps.
2. SmI2-Mediated Radical Coupling Strategy to Securinega Alkaloids: Total Synthesis of (−)-14,15-Dihydrosecurinine and Formal Total Synthesis of (−)-Securinine, Xiao Zheng,* Juan Liu, Chen-Xi Ye, Ao Wang, Ai-E Wang and Pei-Qiang Huang, J. Org. Chem. 2015, 80, 1034-1041.
S.* “Syntheses of Dimeric Securinega Alkaloids ..
Total Synthesis of (−)-Secu’amamine A Exploiting Type …
Enantioselective approach to Securinega alkaloids
Investigating Biogenetic Hypotheses of the Securinega Alkaloids: Enantioselective Total Syntheses ..
The Securinega alkaloids | Read by QxMD
An approach to the skeleton of the securinega alkaloids
The field of total synthesis of natural products has shown dramatic progress over the last century
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