Bioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate addition

被引:10
作者
Wang, Yongguang [1 ]
Bao, Ruiyang [1 ]
Huang, Shengdian [1 ]
Tang, Yefeng [1 ]
机构
[1] Tsinghua Univ, Sch Med, Dept Pharmacol & Pharmaceut Sci, Comprehens AIDS Res Ctr, Beijing 100084, Peoples R China
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 9卷
基金
美国国家科学基金会; 北京市自然科学基金;
关键词
bioinspired synthesis; catalysis; katsumadain A; natural product; organocatalytic 1,4-conjugate addition; ALPINIA-KATSUMADAI; 1,6-CONJUGATE ADDITION; IMINIUM CATALYSIS; MICHAEL ADDITION; ALDEHYDES; DIARYLHEPTANOIDS; DERIVATIVES; CASCADE; AMINE;
D O I
10.3762/bjoc.9.182
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Katsumadain A, a naturally occurring influenza virus neuraminidase (NA) inhibitor, was synthesized by using a bioinspired, organocatalytic enantioselective 1,4-conjugate addition of styryl-2-pyranone with cinnamaldehyde, followed by a tandem Horner-Wadsworth-Emmons/oxa Michael addition.
引用
收藏
页码:1601 / 1606
页数:6
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