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Inside Back Cover: Chemoenzymatic Synthesis of Advanced Intermediates for Formal Total Syntheses of Tetrodotoxin (Angew. Chem. Int. Ed. 34/2018)
Author(s) -
Baidilov Daler,
Rycek Lukas,
Trant John F.,
Froese Jordan,
Murphy Brennan,
Hudlicky Tomas
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201806823
Subject(s) - enantioselective synthesis , tetrodotoxin , dihydroxylation , stereochemistry , chemistry , total synthesis , combinatorial chemistry , organic chemistry , biology , catalysis , biophysics
A chemoenzymatic approach to tetrodotoxin is described by T. Hudlicky and co‐workers in their Communication on page 10994 ff. Benzyl acetate was subjected to highly regio‐ and enantioselective dihydroxylation mediated by a robust recombinant organism, E. coli JM109 (pDTG601A), that overexpresses toluene dioxygenase. The resulting homochiral diene diol served as an ideal starting material for the enantioselective synthesis of tetrodotoxin. The picture gives a concise summary of this approach, showing that tetrodotoxin can be obtained from marine as well as bacterial sources.