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
收藏
页码：3862 / 3865
页数：4
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