An Effective Deracemization of trans-1,2-Bis(phenylsulfenyl)cyclohexane

被引:2
作者
Wojaczynska, Elzbieta [1 ]
Skarzewski, Jacek [1 ]
机构
[1] Wroclaw Univ Technol, Dept Organ Chem, Fac Chem, PL-50370 Wroclaw, Poland
关键词
Chiral resolution; chiral thioethers; sulfoxidation; ABSOLUTE-CONFIGURATION; ASYMMETRIC OXIDATION; CHIRAL LIGANDS; TRANSFORMATION; SULFOXIDATION; SULFIDES; ROUTE;
D O I
10.1080/10426500902856420
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A chiral S,S-donating C2-symmetric ligand containing two stereogenic centers was prepared from rac-trans-1,2-cyclohexanediol. An effective deracemization of trans-1,2-bis(phenylsulfenyl)cyclohexane was achieved by the catalyzed enantioselective sulfoxidation, followed by the chromatographic separation of diastereomeric mono- and bis-sulfoxides. Subsequent recrystallization of enantiomerically enriched bissulfoxide and its final deoxygenation gave optically pure (1R,2R)-bis(phenylsulfenyl)cyclohexane.
引用
收藏
页码:1323 / 1331
页数:9
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