Catalysis-based enantioselective total synthesis of myxothiazole Z, (14S)-melithiazole G and (14S)-cystothiazole F

被引:11
作者
Colon, Aude [1 ]
Hoffman, Thomas J. [1 ,2 ]
Gebauer, Julian [1 ]
Dash, Jyotirmayee [1 ]
Rigby, James H. [2 ]
Arseniyadis, Stellios [1 ]
Cossy, Janine [1 ]
机构
[1] ESPCI ParisTech, CNRS, Chim Organ Lab, F-75231 Paris 05, France
[2] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
关键词
BITHIAZOLE-TYPE ANTIBIOTICS; ALPHA-CHLORINATION; CYSTOTHIAZOLE-A; MELITHIAZOLS;
D O I
10.1039/c2cc35721f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A common strategy for the stereoselective and protecting group-free total synthesis of the myxobacterial antibiotics myxothiazole Z, (14S)-melithiazole G and (14S)-cystothiazole F is described featuring an asymmetric organocatalytic transfer hydrogenation, a palladium-catalyzed Stille coupling and a cross-metathesis as the key steps.
引用
收藏
页码:10508 / 10510
页数:3
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