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Structure Determination and Total Synthesis of Bottromycin A 2 : A Potent Antibiotic against MRSA and VRE
Author(s) -
Shimamura Hiroyuki,
Gouda Hiroaki,
Nagai Kenichiro,
Hirose Tomoyasu,
Ichioka Maki,
Furuya Yujiro,
Kobayashi Yutaka,
Hirono Shuichi,
Sunazuka Toshiaki,
Ōmura Satoshi
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200804138
Subject(s) - thioamide , amidine , total synthesis , stereochemistry , chemistry , amine gas treating , combinatorial chemistry , organic chemistry
After 50 years of persistence the 12‐membered cyclic skeleton of bottromycin A 2 ( 3 ) has been confirmed by NMR experiments (HMBC), and the configurations of two t Leu residues have been estimated by conformation analysis and NMR experiments. Furthermore, the key step in the synthesis of 3 involves the mercury‐mediated formation of the amidine of thioamide 1 and amine 2 .
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