Synthesis of Both Enantiomers of ω-Trifluorononactic Acid, a New Analogue of Nonactin Monomers

被引:2
|
作者
Takai, Kentaro [1 ]
Hanadate, Tadaatsu [1 ]
Oi, Shuichi [2 ]
Yamada, Teiko [1 ]
Kuwahara, Shigefumi [1 ]
Kiyota, Hiromasa [1 ]
机构
[1] Tohoku Univ, Lab Appl Bioorgan Chem, Grad Sch Agr Sci, Aoba Ku, Sendai, Miyagi 9818555, Japan
[2] Tohoku Univ, Environm Conservat Res Inst, Sendai, Miyagi 9818555, Japan
来源
SYNTHESIS-STUTTGART | 2011年 / 22期
基金
日本学术振兴会;
关键词
polynactins; antibiotics; omega-trifluorononactic acid; chiral resolution; total synthesis; STOFFWECHSELPRODUKTE VON ACTINOMYCETEN; UBER DIE KONSTITUTION; STEREOCONTROLLED SYNTHESIS; MACROTETROLIDE-ALPHA; TETRANACTIN; TETRAHYDROFURANS; ANTIBIOTICS; DERIVATIVES;
D O I
10.1055/s-0030-1260234
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Both (+)- and (-)-omega-trifluorononactic acid, a designed analogue of nonactic acid, were synthesized. The racemic acid, prepared by using cis-selective iodoetherification, was resolved as the corresponding (S)-O-acetylmandelates. The structure was determined by X-ray crystallographic analysis.
引用
收藏
页码:3741 / 3748
页数:8
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