Synthetic studies on thiostrepton family of peptide antibiotics: synthesis of the cyclic core portion containing the dehydropiperidine, dihydroquinoline, L-valine, and masked dehydroalanine segments

被引:14
作者
Mori, T [1 ]
Tohmiya, H [1 ]
Satouchi, Y [1 ]
Higashibayashi, S [1 ]
Hashimoto, K [1 ]
Nakata, M [1 ]
机构
[1] Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan
关键词
thiostrepton; dehydropiperidine; dihydroquinoline; dehydroalanine; ytterbium triflate;
D O I
10.1016/j.tetlet.2005.07.122
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The cyclic core portion containing the dehydropiperidine, dihydroquinoline, L-valine, and masked dehydroalanine (i.e., beta-phenylselenoalanine) segments of the thiostrepton family of peptide antibiotics was synthesized via the consecutive coupling of these four segments followed by cyclization at the amide bond between the dehydropiperidine and masked dehydroalanine segments. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6423 / 6427
页数:5
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