Total Synthesis of Syringolin A

被引:40
作者
Dai, Chunhui [1 ]
Stephenson, Corey R. J. [1 ]
机构
[1] Boston Univ, Dept Chem, Boston, MA 02215 USA
关键词
PROTEASOME INHIBITION; PV; SYRINGAE; PROTEIN-DEGRADATION; MULTIPLE-MYELOMA; CANCER; ELICITOR; THERAPY; TARGET; RICE;
D O I
10.1021/ol101252y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convergent, efficient synthesis of syringolin A has been accomplished in 13 steps from commercially available materials, Garner's aldehyde and L-valine. The unnatural 3,4-dehydrolysine fragment was prepared using successive Johnson-Claisen/Curtius rearrangement reactions. The macrolactamization and late-stage introduction of the side chain will provide convenient access to analogues of this promising proteasome Inhibitor.
引用
收藏
页码:3453 / 3455
页数:3
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