Chemoenzymatic synthesis of the trans-dihydrodiol isomers of monosubstituted benzenes viaanti-benzene dioxides

2006 ◽  
Vol 4 (11) ◽  
pp. 2208 ◽  
Author(s):  
Derek R. Boyd ◽  
Narain D. Sharma ◽  
Nuria M. Llamas ◽  
Colin R. O'Dowd ◽  
Christopher C. R. Allen
Keyword(s):  
Chemoenzymatic Synthesis ◽  
Monosubstituted Benzenes

ChemInform Abstract: Chemoenzymatic Synthesis of the 2,3- and 3,4-cis-Dihydrodiol Enantiomers of Monosubstituted Benzenes.

ChemInform ◽  
2010 ◽  
Vol 25 (24) ◽  
pp. no-no
Author(s):  
D. R. BOYD ◽  
N. D. SHARMA ◽  
S. A. BARR ◽  
H. DALTON ◽  
J. CHIMA ◽  
...  
Keyword(s):  
Chemoenzymatic Synthesis ◽  
Monosubstituted Benzenes

Chemoenzymatic synthesis of trans-dihydrodiol derivatives of monosubstituted benzenes from the corresponding cis-dihydrodiol isomers

2007 ◽  
Vol 5 (3) ◽  
pp. 514 ◽  
Author(s):  
Derek R. Boyd ◽  
Narain D. Sharma ◽  
Nuria M. Llamas ◽  
Gerard P. Coen ◽  
Peter K. M. McGeehin ◽  
...  
Keyword(s):  
Chemoenzymatic Synthesis ◽  
Monosubstituted Benzenes ◽  
Derivatives Of

A One-Pot Chemoenzymatic Synthesis of (2S,4R)-4-Methylproline Enables the First Total Synthesis of Antiviral Lipopeptide Cavinafungin B

2018 ◽  
Author(s):  
Christian R. Zwick ◽  
Hans Renata
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Complex Molecule ◽  
Molecular Target ◽  
Chemoenzymatic Synthesis ◽  
General Strategy ◽  
One Pot

We report an efficient ten-step synthesis of antiviral natural product cavinafungin B in 37% overall yield. By leveraging a one-pot chemoenzymatic synthesis of (2S,4R)-4-methylproline and oxazolidine-tethered (Rink-Boc-ATG-resin) SPPS methodology, the assembly of our molecular target could be conducted in an efficient manner.This general strategy could prove amenable to the construction of other natural and unnatural linear lipopeptides. The value of incorporating biocatalytic steps in complex molecule synthesis is highlighted by this work.

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