A racemic formal total synthesis of clavukerin A using gold(I)-catalyzed cycloisomerization of 3-methoxy-1,6-enynes as the key strategy

被引:6
|
作者
Cheong, Jae Youp [1 ]
Rhee, Young Ho [1 ]
机构
[1] POSTECH Pohang Univ Sci & Technol, Dept Chem, Pohang 790784, Kyungbook, South Korea
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 7卷
基金
新加坡国家研究基金会;
关键词
clavukerin A; cycloisomerization; gold catalyst; hydrogenation; stereoselectivity; CATALYZED ORGANIC-REACTIONS; TRINORGUAIANE SESQUITERPENE; STEREOSELECTIVE-SYNTHESIS; GOLD CATALYSIS; CYCLIZATION; (+/-)-CLAVUKERIN-A; (-)-ISOCLAVUKERIN; (-)-CLAVUKERIN; PLATINUM;
D O I
10.3762/bjoc.7.84
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient formal total synthesis of (+/-)-clavukerin A was accomplished via a gold-catalyzed cycloisomerization of a 3-methoxy-1,6-enyne 5 as the key strategy followed by Rh-catalyzed stereoselective hydrogenation of the cycloheptenone 4.
引用
收藏
页码:740 / 743
页数:4
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