Cu-mediated enamide formation in the total synthesis of complex peptide natural products

被引:127
作者
Kuranaga, Takefumi [1 ]
Sesoko, Yusuke [1 ]
Inoue, Masayuki [1 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
关键词
NUCLEOSIDE ANTIBIOTIC MUREIDOMYCIN; PSEUDOMONAS-AERUGINOSA ACTIVITY; SPHEROPLAST FORMING ACTIVITY; WADSWORTH-EMMONS REACTION; BRIDGED NUCLEIC-ACID; DEHYDROAMINO ACIDS; AMINO-ACIDS; STEREOCHEMICAL ASSIGNMENT; CYCLOPEPTIDE ALKALOIDS; ETHYL (DIARYLPHOSPHONO)ACETATES;
D O I
10.1039/c3np70103d
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Cu-mediated C(sp(2))-N bond formation has received intense interest recently, and has been applied to the total synthesis of a wide variety of structurally complex natural products. This review covers the synthetic assembly of peptide natural products in which Cu-mediated enamide formation is the key transformation. The total syntheses of cyclopeptide alkaloids, pacidamycin D, and yaku'amide A exemplify the versatility of the Cu-catalyzed cross-coupling reaction in comparison to other synthetic methods.
引用
收藏
页码:514 / 532
页数:19
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