Nazarov Cyclization Entry to Chiral Bicyclo[5.3.0]decanoid Building Blocks and Its Application to Formal Synthesis of (−)-Englerin A

2017 ◽  
Vol 19 (19) ◽  
pp. 5142-5145 ◽  
Author(s):  
Keisuke Morisaki ◽  
Yusuke Sasano ◽  
Takahiro Koseki ◽  
Takuro Shibuta ◽  
Naoki Kanoh ◽  
...  
Keyword(s):  
Building Blocks ◽  
Nazarov Cyclization ◽  
Formal Synthesis ◽  
Englerin A

scholarly journals Formal Synthesis of (−)-Englerin A and Cytotoxicity Studies of Truncated Englerins

2012 ◽  
Vol 7 (5) ◽  
pp. 1052-1060 ◽  
Author(s):  
Jing Xu ◽  
Eduardo J. E. Caro-Diaz ◽  
Ayse Batova ◽  
Steven D. E. Sullivan ◽  
Emmanuel A. Theodorakis
Keyword(s):  
Formal Synthesis ◽  
Englerin A ◽  
Cytotoxicity Studies

ChemInform Abstract: Enantioselective Formal Synthesis of (-)-Englerin A (V) via a Rh-Catalyzed [4 + 3] Cycloaddition Reaction.

ChemInform ◽  
2010 ◽  
Vol 41 (51) ◽  
pp. no-no
Author(s):  
Jing Xu ◽  
Eduardo J. E. Caro-Diaz ◽  
Emmanuel A. Theodorakis
Keyword(s):  
Cycloaddition Reaction ◽  
Formal Synthesis ◽  
Englerin A

scholarly journals Enantioselective Formal Synthesis of (−)-Englerin A via a Rh-Catalyzed [4 + 3] Cycloaddition Reaction

2010 ◽  
Vol 12 (16) ◽  
pp. 3708-3711 ◽  
Author(s):  
Jing Xu ◽  
Eduardo J. E. Caro-Diaz ◽  
Emmanuel A. Theodorakis
Keyword(s):  
Cycloaddition Reaction ◽  
Formal Synthesis ◽  
Englerin A

scholarly journals Silver-assisted gold-catalyzed formal synthesis of the anticoagulant Fondaparinux pentasaccharide

2021 ◽  
Vol 4 (1) ◽  
Author(s):  
Gulab Walke ◽  
Niteshlal Kasdekar ◽  
Yogesh Sutar ◽  
Srinivas Hotha
Keyword(s):  
Glucuronic Acid ◽  
Building Blocks ◽  
Process Efficiency ◽  
Reaction Conditions ◽  
Formal Synthesis ◽  
Iduronic Acid ◽  
Heparin Sulfate ◽  
Donor Acceptor ◽  
Selectivity Studies ◽  
First Time

AbstractClinically approved anti-coagulant Fondaparinux is safe since it has zero contamination problems often associated with animal based heparins. Fondaparinux is a synthetic pentasaccharide based on the antithrombin-binding domain of Heparin sulfate and contains glucosamine, glucuronic acid and iduronic acid in its sequence. Here, we show the formal synthesis of Fondaparinux pentasaccharide by performing all glycosidations in a catalytic fashion for the first time to the best of our knowledge. Designer monosaccharides were synthesized avoiding harsh reaction conditions or reagents. Further, those were subjected to reciprocal donor-acceptor selectivity studies to guide [Au]/[Ag]-catalytic glycosidations for assembling the pentasaccharide in a highly convergent [3 + 2] or [3 + 1 + 1] manner. Catalytic and mild activation during glycosidations that produce desired glycosides exclusively, scalable route to the synthesis of unnatural and expensive iduronic acid, minimal number of steps and facile purifications, shared use of functionalized building blocks and excellent process efficiency are the salient features.

scholarly journals Concise Formal Synthesis of (+)-Englerin A and Total Synthesis of (-)-Orientalol F: Establishment of the Stereochemistry of the Organocatalytic [4+3]-Cycloaddition Reaction

Synlett ◽  
2012 ◽  
Vol 23 (08) ◽  
pp. 2266-2266
Author(s):  
Bing-Feng Sun ◽  
Guo-Qiang Lin ◽  
Jin-Yi Xu ◽  
Chao-Lei Wang ◽  
Shu-Guang Chen ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Cycloaddition Reaction ◽  
Formal Synthesis ◽  
Englerin A
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