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Chemoselective Formation and Reaction of Densely Functionalised Bicyclic Tetramic Acids and Their Biological Activity
Author(s) -
JosaCulleré Laia,
Towers Christopher,
Thompson Amber L.,
Moloney Mark G.
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701393
Subject(s) - chemistry , amide , bicyclic molecule , combinatorial chemistry , chemoselectivity , biological activity , stereochemistry , organic chemistry , catalysis , biochemistry , in vitro
Weinreb amide derivatives of tetramates may be effectively accessed by chemoselective Dieckmann reaction, and further react with Grignards in a fully chemoselective reaction, giving rise to unsaturated acyl derivatives not easily available by other routes. These systems are strong chelators of calcium, and some show potent activity against Gram positive bacteria, and one is a first‐in‐class proteasome inhibitor.