A New Approach to Highly Substituted Cyclopentanoids from a Concise Formal Synthesis of (+)-Roseophilin

被引:26
作者
Kerr, Daniel J. [1 ]
Flynn, Bernard L. [1 ]
机构
[1] Monash Univ, Monash Inst Pharmaceut Sci, Parkville, Vic 3052, Australia
基金
澳大利亚研究理事会;
关键词
NAZAROV CYCLIZATION; ASYMMETRIC-SYNTHESIS; TRICYCLIC CORE; BRONSTED ACID; ROSEOPHILIN; CYCLOPENTENONES;
D O I
10.1021/ol300332b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convergent reaction sequence involving a reductive coupling and a chiral Bronsted acid catalyzed Nazarov reaction is utilized in a concise formal synthesis of (+)-roseophilin (11 steps via longest linear sequence, 10.2% yield, 95% ee).
引用
收藏
页码:1740 / 1743
页数:4
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