Total synthesis and determination of the absolute configuration of (+)-neoisoprelaurefucin

被引：22
|
作者：
Lee, H
Kim, H
Baek, S
Kim, S
Kim, D
机构：
[1] Seoul Natl Univ, Coll Pharm, Pharmaceut Sci Res Inst, Seoul 151742, South Korea
[2] Seoul Natl Univ, Coll Pharm, Inst Nat Prod Res, Seoul 110460, South Korea
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 35期
关键词：
internal alkylation; total synthesis; marine natural product; seven-membered ether ring;
D O I：
10.1016/S0040-4039(03)01667-8
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first total synthesis of the seven-membered ring ether marine natural product (+)-neoisoprelaurefucin (1) has been achieved employing a regioselective internal alkylation of amide 3, a novel sequence for removal of the triethylsilyl group from the resulting triethylsilyloxepene 2, and a bromoetherification of alcohol 16 as key steps. In addition, the absolute stereochemistry of the natural product was assigned. (C) 2003 Published by Elsevier Ltd.
引用
收藏
页码：6609 / 6612
页数：4
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