Total synthesis of thiostrepton, Part 2: Construction of the quinaldic acid macrocycle and final stages of the synthesis

被引:73
作者
Nicolaou, KC
Zak, M
Safina, BS
Lee, SH
Estrada, AA
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[3] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA
关键词
antibiotics; natural products; peptide coupling; protecting groups; total synthesis;
D O I
10.1002/anie.200461341
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The flagship of the thiopeptide class of antibiotics, thiostrepton (see formula), was synthesized by fusion of the quinaldic acid moiety onto the dehydropiperidine-thiazoline macrocycle (see above) followed by demasking of its sensitive functionalities.
引用
收藏
页码:5092 / 5097
页数:6
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