A formal total synthesis of roseophilin: Cyclopentannelation approach to the macrocyclic core

被引:67
作者
Harrington, PE [1 ]
Tius, MA [1 ]
机构
[1] Univ Hawaii Manoa, Dept Chem, Honolulu, HI 96822 USA
关键词
D O I
10.1021/ol990124k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The formal total synthesis of the macrocyclic core of roseophilin 4 has been accomplished in 12 steps from 5-hexenal 8, The cyclopentannelation reaction was used to form the aliphatic five-membered ring of 3. Diene 2 was assembled by means of a Stetter reaction. Ring closing metathesis of 2, reduction, and Knorr reaction of the 1,4-diketone 5 gave the ketopyrrole 3.
引用
收藏
页码:649 / 651
页数:3
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