Synthesis of the dysiherbaine tetrahydropyran core utilizing improved tethered aminohydroxylation conditions

被引:10
作者
Carroll, Christopher L. [1 ]
Chamberlin, A. Richard [1 ]
机构
[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
基金
美国国家卫生研究院;
关键词
SPONGE DYSIDEA-HERBACEA; AMINO-ACID; ASYMMETRIC AMINOHYDROXYLATION; (-)-DYSIHERBAINE; RECEPTORS;
D O I
10.1016/j.tetlet.2011.05.106
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise stereoselective route to the dysiherbaine tetrahydropyran core was achieved in nine steps and 39% overall yield. Donohoe's improved tethered aminohydroxylation conditions were employed to concurrently install the amino and alcohol groups and construct the tetrahydropyran ring, which features four contiguous cis-stereocenters. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3995 / 3997
页数:3
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