Studies on the total synthesis of streptazolin and its related natural products:: First total synthesis of (±)-8α-hydroxystreptazolone

被引：38
|
作者：
Nomura, I [1 ]
Mukai, C [1 ]
机构：
[1] Kanazawa Univ, Fac Pharmaceut Sci, Kanazawa, Ishikawa 9200934, Japan
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 06期
关键词：
D O I：
10.1021/jo0356816
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The intramolecular Pauson-Khand reaction of 2-oxazolone derivatives with a suitable heptynyl appendage gave exclusively the corresponding 4-hydroxy-6-substituted-9-oxa-1-azatricyclo[6.2.1.0(5,11)]undec-5-ene-7,10-diones. On the basis of this newly developed Pauson-Khand reaction of 2-oxazolone-alkyne derivatives, the first total synthesis of (+/-)-8alpha-hydroxystreptazolone was accomplished in a highly stereoselective manner. In addition, (+/-)-7-epi-8alpha-hydroxystreptazolone was also synthesized.
引用
收藏
页码：1803 / 1812
页数：10
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