Synthetic studies on thiostrepton family of peptide antibiotics: synthesis of the dihydroquinoline portion of thiostrepton, the siomycins, and the thiopeptins

被引：12

作者：

Mori, T ^{[1
]}

Satouchi, Y ^{[1
]}

Tohmiya, H ^{[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

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 38期

关键词：

thiostrepton; siomycins; dihydroquinoline; Matsumura-Boekelheide; rearrangement; stereoselective addition;

D O I：

10.1016/j.tetlet.2005.07.121

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of the dihydroquinoline portion of thiostrepton, the siomycins, and the thiopeptins, members of the thiostrepton family of peptide antibiotics, has been achieved featuring the one-pot olefination via the Matsumura-Boekelheide rearrangement "using trifluoromethanesulfonic anhydride and triethylamine" and the stereoselective addition reaction controlled by the stereocenter of the peri-position. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：6417 / 6422

页数：6

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