Mild Construction of 3-Methyl Tetramic Acids Enabling a Formal Synthesis of Palau'imide

被引：28

作者：

Bai, Wen-Ju ^{[1
]}

Jackson, Stephen K. ^{[1
]}

Pettus, Thomas R. R. ^{[1
]}

机构：

[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 15期

基金：

美国国家科学基金会;

关键词：

SUBSTITUTION-REACTIONS; TETRAPETALONE-A; STREPTOMYCES SP; DERIVATIVES; ANALOGS; CYCLIZATIONS; INHIBITORS; CHEMISTRY;

D O I：

10.1021/ol301556a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general method to construct 3-methyl-4-O-methylated tetramic acids displaying a C-5 stereocenter is presented. The synthetic sequence employs a Sml(2)-mediated cyclization, whereby the chirality of the emerging tetramic acid core is retained from the starting chiral amino acid. Application to palau'imide is discussed.

引用

页码：3862 / 3865

页数：4

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