Efficient construction of the securine A carbon skeleton

被引:20
作者
Korakas, P [1 ]
Chaffee, S [1 ]
Shotwell, JB [1 ]
Duque, P [1 ]
Wood, JL [1 ]
机构
[1] Yale Univ, Dept Chem, Sterling Chem Lab, New Haven, CT 06514 USA
关键词
D O I
10.1073/pnas.0402274101
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
Securamine A is a structurally intriguing alkaloid possessing a pyrroloindole core joined via a modified isoprene subunit to a functionalized imidazole ring. Recent synthetic efforts in this laboratory have resulted in the efficient construction of key lactone 36, which undergoes tandem azide reduction/ring expansion to macrolactam 37. Macrolactam 37 possesses the complete macrocyclic core of securamine A.
引用
收藏
页码:12054 / 12057
页数:4
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