Stereocontrolled asymmetric synthesis

被引：4
|
作者：
Kim, YH [1 ]
Kim, SM [1 ]
Park, DH [1 ]
Youn, SW [1 ]
机构：
[1] Korea Adv Inst Sci & Technol, Dept Chem, Ctr Mol Design & Synthesis, Taejon 305701, South Korea
来源：
PURE AND APPLIED CHEMISTRY | 2000年 / 72卷 / 09期
关键词：
D O I：
10.1351/pac200072091691
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Stereo differentiated asymmetric syntheses have been achieved by S-indoline derivations. Diels-Alder cycloadditions of S-indoline chiral acrylamides with cyclopentadiene proceed with high diastereofacial selectivity, giving either endo-R or endo-S products depending on Lewis acid and the structures of chiral dienophiles. Diastereo- and enantioselective pinacol coupling reactions of chiral alpha -ketoamides mediated by samarium diiodide afforded extremely high diastereoselectivities. Enantiopure (S,S)- or (R,R)-2,3-dialkyltartaric acid and derivatives can be synthesized for the first time depending on the structure of alpha -ketoamides.
引用
收藏
页码：1691 / 1697
页数：7
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