Substituted benzene anions as leaving groups in the reaction of sulfinyl derivatives with grignard reagents: A new and convenient route to dialkyl sulfoxides in high enantiomeric purity

被引:45
作者
Capozzi, MAM [1 ]
Cardellicchio, C [1 ]
Naso, F [1 ]
Tortorella, P [1 ]
机构
[1] Univ Bari, Consiglio Nazl Ric, Ctr Studio Metodol Innovat Sintesti Organ, Dipartimento Chim, I-70126 Bari, Italy
关键词
D O I
10.1021/jo991912q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:2843 / 2846
页数:4
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共 34 条
  • [1] KINETICS AND MECHANISM OF OXIDATION OF ORGANIC SULFIDES BY LEAD-TETRAACETATE
    BANERJI, KK
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1991, (05): : 759 - 763
  • [2] Sulfoximine-titanium reagents in enantioselective trimethylsilylcyanations of aldehydes
    Bolm, C
    Muller, P
    Harms, K
    [J]. ACTA CHEMICA SCANDINAVICA, 1996, 50 (04): : 305 - 315
  • [3] SYNTHESIS OF ARYL METHYL SULFOXIDES AND DETERMINATION OF THE CONJUGATIVE EFFECT OF THE METHYLSUFINYL GROUP
    BORDWELL, FG
    BOUTAN, PJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (03) : 717 - 722
  • [4] ASYMMETRIC OXIDATION OF 1,3-DITHIOLANES - A ROUTE TO THE OPTICAL RESOLUTION OF CARBONYL-COMPOUNDS
    BORTOLINI, O
    DIFURIA, F
    LICINI, G
    MODENA, G
    ROSSI, M
    [J]. TETRAHEDRON LETTERS, 1986, 27 (51) : 6257 - 6260
  • [5] HIGHLY ENANTIOSELECTIVE OXIDATION OF SULFIDES MEDIATED BY A CHIRAL TITANIUM COMPLEX
    BRUNEL, JM
    DITER, P
    DUETSCH, M
    KAGAN, HB
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (24) : 8086 - 8088
  • [6] Brunel JM, 1996, SYNLETT, P404
  • [7] STEREOCHEMICALLY MATCHED SULFINYLACETATES FOR DOUBLE DIASTEREOSELECTION IN THE SPAC REACTION
    BURGESS, K
    HENDERSON, I
    [J]. TETRAHEDRON, 1991, 47 (33) : 6601 - 6616
  • [8] Enantioselective catalytic oxidation of (arylthio)- or (alkylthio)methylphosphonates as a route to enantiomeric pure aryl alkyl or dialkyl sulfoxides
    Capozzi, MAM
    Cardellicchio, C
    Fracchiolla, G
    Naso, F
    Tortorella, P
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (19) : 4708 - 4709
  • [9] A novel route to enantiomerically pure sulfoxides through displacement of a carbon leaving group
    Cardellicchio, C
    Iacuone, A
    Naso, F
    Tortorella, P
    [J]. TETRAHEDRON LETTERS, 1996, 37 (33) : 6017 - 6020
  • [10] OPTICALLY-ACTIVE SULFOXIDES BY ENANTIOSPECIFIC REACTIONS OF BROMOVINYL ARYL SULFOXIDES WITH GRIGNARD-REAGENTS
    CARDELLICCHIO, C
    FIANDANESE, V
    NASO, F
    SCILIMATI, A
    [J]. TETRAHEDRON LETTERS, 1992, 33 (35) : 5121 - 5124