Formal Synthesis of (±)-Roseophilin

被引:60
作者
Bitar, Abdallah Y. [1 ]
Frontier, Alison J. [1 ]
机构
[1] Univ Rochester, Dept Chem, Rochester, NY 14627 USA
关键词
PRODIGIOSIN ALKALOIDS; NAZAROV CYCLIZATION; TRICYCLIC CORE; ROSEOPHILIN; CHEMISTRY;
D O I
10.1021/ol802329y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A formal synthesis of (+/-)-roseophilin is described. Scandium(III)-catalyzed Nazarov cyclization of 2,5-disubstituted N-tosylpyrrole 19 gives a 5,5'-fused ketopyrrole, and ansa-bridge formation via pi-allyl palladium macrocyclization gives 21.
引用
收藏
页码:49 / 52
页数:4
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