Stereoselective Synthesis of Trisubstituted Epoxides Marks the Route to Chiral Building Blocks with Quaternary Centers

被引:4
作者
Garcia-Castro, Miguel [1 ]
Annamalai, Murali [1 ]
Golz, Christopher [2 ]
Strohmann, Carsten [2 ]
Kumar, Kamal [1 ]
机构
[1] Max Planck Inst Mol Physiol, Abt Chem Biol, Otto Hahn Str 11, D-44227 Dortmund, Germany
[2] Tech Univ Dortmund, Fak Chem & Chem Biol, Otto Hahn Str 6, D-44221 Dortmund, Germany
关键词
Asymmetric synthesis; Epoxidation; Sulfur; Ylides; Ketones; Amino alcohols; CATALYTIC ASYMMETRIC EPOXIDATION; HIGHLY ENANTIOSELECTIVE EPOXIDATION; GLYCIDIC AMIDES; SULFUR YLIDES; SULFONIUM SALTS; AMINO-ACIDS; IN-SITU; ALDEHYDES; KETONES; MECHANISM;
D O I
10.1002/ejoc.201701148
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A facile access to enantiomerically pure derivatives of alpha-hydroxy-beta-amino acids bearing a quaternary center and trifluoromethylated tertiary alcohols, which represent highly important building blocks for therapeutically relevant small molecules, has been efficiently achieved by developing an asymmetric epoxidation of alpha-activated ketones by employing chiral sulfur ylides.
引用
收藏
页码:5660 / 5665
页数:6
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