Organocatalytic Michael/Michael Cycloaddition Enabled Asymmetric Construction of Hexahydroxanthones with Skeletal Diversity

2019 ◽  
Vol 361 (12) ◽  
pp. 2836-2843 ◽  
Author(s):  
Xiong‐Li Liu ◽  
Qi‐Di Wei ◽  
Xiong Zuo ◽  
Sheng‐Wen Xu ◽  
Zhen Yao ◽  
...  
Keyword(s):  
2018 ◽  
Vol 24 (28) ◽  
pp. 7074-7082 ◽  
Author(s):  
Sherif J. Kaldas ◽  
Andrei K. Yudin
Keyword(s):  

Science ◽  
2020 ◽  
Vol 369 (6505) ◽  
pp. 799-806 ◽  
Author(s):  
Xiao Zhang ◽  
Emma King-Smith ◽  
Liao-Bin Dong ◽  
Li-Cheng Yang ◽  
Jeffrey D. Rudolf ◽  
...  

Polycyclic diterpenes exhibit many important biological activities, but de novo synthetic access to these molecules is highly challenging because of their structural complexity. Semisynthetic access has also been limited by the lack of chemical tools for scaffold modifications. We report a chemoenzymatic platform to access highly oxidized diterpenes by a hybrid oxidative approach that strategically combines chemical and enzymatic oxidation methods. This approach allows for selective oxidations of previously inaccessible sites on the parent carbocycles and enables abiotic skeletal rearrangements to additional underlying architectures. We synthesized a total of nine complex natural products with rich oxygenation patterns and skeletal diversity in 10 steps or less from ent-steviol.


ChemInform ◽  
2007 ◽  
Vol 38 (9) ◽  
Author(s):  
Adam R. Yeager ◽  
Geanna K. Min ◽  
John A. Jr. Porco ◽  
Scott E. Schaus

ChemInform ◽  
2012 ◽  
Vol 43 (21) ◽  
pp. no-no
Author(s):  
Orazio A. Attanasi ◽  
Silvia Bartoccini ◽  
Gianfranco Favi ◽  
Gianluca Giorgi ◽  
Francesca Romana Perrulli ◽  
...  

2006 ◽  
Vol 128 (46) ◽  
pp. 14766-14767 ◽  
Author(s):  
David A. Spiegel ◽  
Frank C. Schroeder ◽  
Jeremy R. Duvall ◽  
Stuart L. Schreiber

2008 ◽  
Vol 10 (6) ◽  
pp. 923-933 ◽  
Author(s):  
Miroslav Soural ◽  
Isabelle Bouillon ◽  
Viktor Krchňák

2006 ◽  
Vol 47 (27) ◽  
pp. 4763-4767 ◽  
Author(s):  
Masato Oikawa ◽  
Shinya Naito ◽  
Makoto Sasaki

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