Asymmetric Dihydroxylation of Cinnamonitrile totrans-3-[(5S,6R)-5,6-Dihydroxycyclohexa-1,3-dienyl]-acrylonitrile using Chlorobenzene Dioxygenase inEscherichia coli (pTEZ30)

2004 ◽  
Vol 346 (8) ◽  
pp. 933-942 ◽  
Author(s):  
Selcuk Yildirim ◽  
Josef Zezula ◽  
Tomas Hudlicky ◽  
Bernard Witholt ◽  
Andreas Schmid
2020 ◽  
Author(s):  
Hui Zhao ◽  
Kai Gao ◽  
Haichen Ma ◽  
Tsz Chun Yip ◽  
Wei-Min Dai

The C19–C30 bis-THF fragment of the proposed structure of iriomoteolide-13a has been synthesized. The w-mesyloxy-substituted stereotetrad possessing three continuous hydroxy groups was generated by <i>anti</i>-aldol reaction and asymmetric dihydroxylation (AD). Upon heating in pyridine the stereotetrad underwent an S<sub>N</sub>2 cyclization to form the C19–C22 THF ring. It was followed by an intramolecular <i>syn</i>-oxypalladation of the C28 chiral allylic alcohol to give the C23–C26 THF ring.


2019 ◽  
Vol 116 (8) ◽  
pp. 2074-2086 ◽  
Author(s):  
Gavin Kurgan ◽  
Christian Sievert ◽  
Andrew Flores ◽  
Aidan Schneider ◽  
Thomas Billings ◽  
...  

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