Self-disproportionation of enantiomers (SDE) of chiral sulfoxides, amides and thioamides via achiral chromatography

被引：9
|
作者：
Drabowicz, Jozef [1 ,2 ]
Jasiak, Aleksandra [1 ]
Wzorek, Alicja [3 ,4 ]
Sato, Azusa [4 ,5 ]
Soloshonok, Vadim A. [4 ,6 ]
机构：
[1] Polish Acad Sci, Ctr Mol & Macromol Studies, Dept Heteroorgan Chem, Sienkiewicza 112, PL-90363 Lodz, Poland
[2] Jan Dlugosz Univ Czestochowa, Inst Chem Environm Protect & Biotechnol, Armii Krajowej 13-15, PL-42201 Czestochowa, Poland
[3] Jan Kochanowski Univ Kielce, Inst Chem, Swietokrzyska 15G, PL-25406 Kielce, Poland
[4] Univ Basque Country, UPV EHU, Fac Chem, Dept Organ Chem 1, Paseo Manuel Lardizabal 3, San Sebastian 20018, Spain
[5] Tokyo Womens Med Univ, Dept Chem, Shinjuku Ku, 8-1 Kawada Cho, Tokyo 1628666, Japan
[6] Ikerbasque, Basque Fdn Sci, Alameda Urquijo 36-5, E-48011 Bilbao, Spain
来源：
ARKIVOC | 2017年
关键词：
Chiral sulfoxides; optically active thioamides; self-disproportionation of enantiomers (SDE); homochiral and heterochiral molecular associations; non-linear effects; achiral column chromatography; enantiomeric enrichment and depletion; NON-RACEMIC MIXTURES; DRIVEN COLUMN CHROMATOGRAPHY; SILICA-GEL; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC OXIDATION; PHASE CHROMATOGRAPHY; EXCESS ENANTIOMER; SEPARATION; ENRICHMENT; RESOLUTION;
D O I：
10.24820/ark.5550190.p009.829
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
This review presents a comprehensive, critical treatment of all the literature data related to the phenomenon of the SDE taking place during gravity-driven achiral chromatography of scalemic compounds bearing sulfoxide and thioamide functionalities. The discussion is focused on the SDE magnitude as a function of the structure iof the compound, composition of eluent and stationary phase, including some mechanistic details. An apparent possibility of application of the SDE phenomenon via achiral chromatography as a novel, emerging unconventional enantiomeric purification technique is also discussed. [GRAPHICS] .
引用
收藏
页码：557 / 578
页数：22
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