Total syntheses of natural tubelactomicins B, D, and E: Establishment of their stereochemistries

被引：16

作者：

Sawamura, Kiyoto ^{[1
]}

Yoshida, Keigo ^{[1
]}

Suzuki, Akari ^{[1
]}

Motozaki, Toru ^{[1
]}

Kozawa, Ikuko ^{[1
]}

Hayamizu, Takashi ^{[1
]}

Munakata, Ryosuke ^{[1
]}

Takao, Ken-ichi ^{[1
]}

Tadano, Kin-ichi ^{[1
]}

机构：

[1] Keio Univ, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 223, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 16期

关键词：

D O I：

10.1021/jo0708442

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Total syntheses of the antimicrobial tricyclic 16-membered macrolides, (+)-tubelactomicin B, (+)-tubelactomicin D, and (+)-tubelactomicin E, have been accomplished for the first time with common synthetic approaches. These total syntheses established the relative and absolute configurations of the three tubelactomicins, for which planar structures had solely been reported. The total synthesis of (+)-tubelactomicin D included a newly developed stereoselective intramolecular Diels-Alder reaction for constructing the highly functionalized octahydronaphthalene substructures.

引用

页码：6143 / 6148

页数：6

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