scholarly journals The synthesis of the 2,3-difluorobutan-1,4-diol diastereomers

2017 ◽  
Vol 13 ◽  
pp. 2883-2887 ◽  
Author(s):  
Robert Szpera ◽  
Nadia Kovalenko ◽  
Kalaiselvi Natarajan ◽  
Nina Paillard ◽  
Bruno Linclau

The diastereoselective synthesis of fluorinated building blocks that contain chiral fluorine substituents is of interest. Here we describe optimisation efforts in the synthesis of anti-2,3-difluorobutane-1,4-diol, as well as the synthesis of the corresponding syn-diastereomer. Both targets were synthesised using an epoxide opening strategy.

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Patricia Calero ◽  
Daniel C. Volke ◽  
Phillip T. Lowe ◽  
Charlotte H. Gotfredsen ◽  
David O’Hagan ◽  
...  

Abstract Fluorine is a key element in the synthesis of molecules broadly used in medicine, agriculture and materials. Addition of fluorine to organic structures represents a unique strategy for tuning molecular properties, yet this atom is rarely found in Nature and approaches to integrate fluorometabolites into the biochemistry of living cells are scarce. In this work, synthetic gene circuits for organofluorine biosynthesis are implemented in the platform bacterium Pseudomonas putida. By harnessing fluoride-responsive riboswitches and the orthogonal T7 RNA polymerase, biochemical reactions needed for in vivo biofluorination are wired to the presence of fluoride (i.e. circumventing the need of feeding expensive additives). Biosynthesis of fluoronucleotides and fluorosugars in engineered P. putida is demonstrated with mineral fluoride both as only fluorine source (i.e. substrate of the pathway) and as inducer of the synthetic circuit. This approach expands the chemical landscape of cell factories by providing alternative biosynthetic strategies towards fluorinated building-blocks.


2014 ◽  
Vol 79 (12) ◽  
pp. 5887-5894 ◽  
Author(s):  
María Sánchez-Roselló ◽  
Oscar Delgado ◽  
Natalia Mateu ◽  
Andrés A. Trabanco ◽  
Michiel Van Gool ◽  
...  

1999 ◽  
Vol 93 (1) ◽  
pp. 27-31 ◽  
Author(s):  
Ireneusz Nowak ◽  
Lillian M. Rogers ◽  
Robin D. Rogers ◽  
Joseph S. Thrashe

2014 ◽  
Vol 55 (42) ◽  
pp. 5714-5717 ◽  
Author(s):  
Denis N. Bazhin ◽  
Dmitry L. Chizhov ◽  
Gerd-Volker Röschenthaler ◽  
Yulia S. Kudyakova ◽  
Yanina V. Burgart ◽  
...  

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