Kinetic resolution and asymmetric oxidation as combined routes to chiral sulfoxides

被引:43
作者
Lattanzi, A [1 ]
Bonadies, F [1 ]
Senatore, A [1 ]
Soriente, A [1 ]
Scettri, A [1 ]
机构
[1] UNIV ROMA LA SAPIENZA,DIPARTIMENTO CHIM,CNR,CTR STUDIO CHIM SOSTANZE ORGAN NAT,I-00185 ROME,ITALY
关键词
D O I
10.1016/S0957-4166(97)00268-1
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Non-racemic sulfoxides are accessible through a modified Sharpless kinetic resolution of racemic sulfoxides. Furthermore, thanks to enantioconvergence of asymmetric oxidation and kinetic resolution a successful improvement of e.e. is achievable. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:2473 / 2478
页数:6
相关论文
共 22 条
[1]  
ANDERSEN KK, 1962, TETRAHEDRON LETT, P93
[2]  
ANDERSEN KK, 1988, CHEM SULFONES SULFOX, P823
[3]  
ANTONIOLETTI R, 1990, GAZZ CHIM ITAL, V120, P471
[4]   A CONVENIENT APPROACH TO FURAN-DERIVATIVES BY I-2-INDUCED CYCLIZATION OF 2-ALKENYL SUBSTITUTED 1,3-DICARBONYL COMPOUNDS [J].
ANTONIOLETTI, R ;
BONADIES, F ;
SCETTRI, A .
TETRAHEDRON LETTERS, 1988, 29 (39) :4987-4990
[5]   HIGHLY ENANTIOSELECTIVE OXIDATION OF SULFIDES MEDIATED BY A CHIRAL TITANIUM COMPLEX [J].
BRUNEL, JM ;
DITER, P ;
DUETSCH, M ;
KAGAN, HB .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (24) :8086-8088
[6]   APPLICATIONS OF SULFOXIDES TO ASYMMETRIC-SYNTHESIS OF BIOLOGICALLY-ACTIVE COMPOUNDS [J].
CARRENO, MC .
CHEMICAL REVIEWS, 1995, 95 (06) :1717-1760
[7]   (-)-ALPHA,ALPHA-DICHLOROCAMPHORSULFONYLOXAZIRIDINE - A SUPERIOR REAGENT FOR THE ASYMMETRIC OXIDATION OF SULFIDES TO SULFOXIDES [J].
DAVIS, FA ;
THIMMAREDDY, R ;
WEISMILLER, MC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (15) :5964-5965
[8]  
DIFURIA F, 1984, SYNTHESIS-STUTTGART, P325
[9]   ENANTIOMERIC ENRICHMENT OF SULFOXIDES BY PREPARATIVE FLASH CHROMATOGRAPHY ON AN ACHIRAL PHASE [J].
DITER, P ;
TAUDIEN, S ;
SAMUEL, O ;
KAGAN, HB .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (02) :370-373
[10]  
Kagan H.B., 2007, TOPICS STEREOCHEMIST, V18, P249, DOI 10.1002/9780470147276.ch4