The Rearrangement of 2,3-Epoxysulfonates and Its Application to Natural Products Syntheses:  Formal Synthesis of (−)-Aphanorphine and Total Syntheses of (−)-α-Herbertenol and (−)-Herbertenediol

2003 ◽  
Vol 68 (15) ◽  
pp. 5917-5924 ◽  
Author(s):  
Yasuyuki Kita ◽  
Junko Futamura ◽  
Yusuke Ohba ◽  
Yoshinari Sawama ◽  
Jnaneshwara K. Ganesh ◽  
...  
Keyword(s):  
Natural Products ◽  
Formal Synthesis ◽  
Total Syntheses

The Rearrangement of 2,3-Epoxysulfonates and Its Application to Natural Products Syntheses: Formal Synthesis of (-)-Aphanorphine and Total Syntheses of (-)-α-Herbertenol and (-)-Herbertenediol.

ChemInform ◽  
2003 ◽  
Vol 34 (47) ◽  
Author(s):  
Yasuyuki Kita ◽  
Junko Futamura ◽  
Yusuke Ohba ◽  
Yoshinari Sawama ◽  
Jnaneshwara K. Ganesh ◽  
...  
Keyword(s):  
Natural Products ◽  
Formal Synthesis ◽  
Total Syntheses

scholarly journals Enantioselective Total Synthesis of Otteliones A and B, Novel and Powerful Antitumor Agents from the Freshwater Plant Ottelia alismoides

2013 ◽  
Vol 8 (7) ◽  
pp. 1934578X1300800
Author(s):  
Tadashi Katoh
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Anticancer Agents ◽  
Antitumor Agents ◽  
Formal Synthesis ◽  
Total Syntheses ◽  
Enantioselective Total Synthesis ◽  
Significant Attention

Otteliones A and B isolated from the freshwater plant Ottelia alismoides have attracted significant attention because of their potential as novel anticancer agents. In this review four independent enantioselective total syntheses and one formal synthesis of these natural products are presented with particular focus on their methodology and strategy.

Formal Total Syntheses of Crocacin A-D

2005 ◽  
Vol 70 (10) ◽  
pp. 1696-1708 ◽  
Author(s):  
Magnus Besev ◽  
Christof Brehm ◽  
Alois Fürstner
Keyword(s):  
Natural Products ◽  
Aldol Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Total Syntheses ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed ◽  
The Common ◽  
Selective Addition

A concise route to the common polyketide fragment5of crocacin A-D (1-4) is presented which has previously been converted into all members of this fungicidal and cytotoxic family of dipeptidic natural products by various means. Our synthesis features asyn-selective titanium aldol reaction controlled by a valinol-derived auxiliary, a zinc-mediated, palladium-catalyzedanti-selective addition of propargyl mesylate10to the chiral aldehyde9, as well as a comparison of palladium-catalyzed Stille and Suzuki cross-coupling reactions for the formation of the diene moiety of the target.

Balancing skeleton and functional groups in total syntheses of complex natural products: a case study of tigliane, daphnane and ingenane diterpenoids

2021 ◽  
Author(s):  
Zhi Liu ◽  
Zhengwei Ding† ◽  
Kai Chen ◽  
Ming Xu ◽  
Tao Yu ◽  
...  
Keyword(s):  
Natural Products ◽  
Functional Groups ◽  
Synthetic Chemistry ◽  
Total Syntheses ◽  
Strategic Balance

The fruitful advancement in synthetic chemistry of the title families of complex diterpenes has stimulated and enjoyed strategic balance between building the skeletons and installing the functional groups.

Pentafulvene for the Synthesis of Complex Natural Products: Total Syntheses of (±)-Pallambins A and B

2015 ◽  
Vol 127 (38) ◽  
pp. 11379-11382 ◽  
Author(s):  
Christian Ebner ◽  
Erick M. Carreira
Keyword(s):  
Natural Products ◽  
Total Syntheses

Total synthesis of the potent antifungal agents bengazole C and E

2009 ◽  
Vol 74 (6) ◽  
pp. 887-900 ◽  
Author(s):  
Álvaro Enríquez-García ◽  
Steven V. Ley
Keyword(s):  
Natural Products ◽  
Antifungal Activity ◽  
Total Synthesis ◽  
Marine Natural Products ◽  
Antifungal Agents ◽  
Nitrile Oxide ◽  
Total Syntheses ◽  
Unique Structure

The bengazoles are marine natural products with unique structure, containing two oxazole rings flanking a single carbon. They show very potent antifungal activity. The total syntheses of bengazole C and E are described following a convergent route which involves diastereoselective cycloaddition of an appropriately substituted nitrile oxide with a butane-1,2-diacetal-protected alkenediol as the key step.

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