HIGHLY STEREOSELECTIVE ADDITION-REACTIONS OF METALATED TRANS-1,3-DITHIANE-1,3-DIOXIDE TO ALDEHYDES

被引:22
作者
AGGARWAL, VK [1 ]
FRANKLIN, RJ [1 ]
RICE, MJ [1 ]
机构
[1] ICI PLC,AGROCHEM,JEALOTTS HILL RES STN,BRACKNELL RG12 6EY,BERKS,ENGLAND
关键词
D O I
10.1016/0040-4039(91)80580-Y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The sodium anion of trans-1,3-dithiane-1,3-dioxide reacts with unhindered aromatic and heteroaromatic aldehydes to give adducts with 95:5 to 97:3 diastereoselectivity.
引用
收藏
页码:7743 / 7746
页数:4
相关论文
共 27 条
  • [1] Ager D. J., 1987, UMPOLED SYNTHONS, P19
  • [2] SYNTHESIS, X-RAY CRYSTAL-STRUCTURE, EQUILIBRATION STUDIES AND ANION CHEMISTRY OF TRANS-1,3-DITHIANE 1,3-DIOXIDE
    AGGARWAL, VK
    DAVIES, IW
    FRANKLIN, RJ
    MADDOCK, J
    MAHON, MF
    MOLLOY, KC
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (03): : 662 - 664
  • [3] ADDITIONS OF ALDEHYDES TO METALLATED TRANS-1,3-DITHIANE-S,S-DIOXIDE UNDER CONDITIONS OF KINETIC AND THERMODYNAMIC CONTROL
    AGGARWAL, VK
    DAVIES, IW
    MADDOCK, J
    MAHON, MF
    MOLLOY, KC
    [J]. TETRAHEDRON LETTERS, 1990, 31 (01) : 135 - 138
  • [4] Brown C, 1990, CHIRALITY DRUG DESIG, P29
  • [5] CHIRAL ACYL ANION AND ENOLONIUM ION EQUIVALENTS - ASYMMETRIC-SYNTHESIS OF ALPHA-METHOXY-ALDEHYDES
    COLOMBO, L
    GENNARI, C
    SCOLASTICO, C
    GUANTI, G
    NARISANO, E
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (04): : 1278 - 1283
  • [6] CHIRAL ACYL ANION EQUIVALENTS - ASYMMETRIC SYNTHESIS OF ALPHA-METHOXYTOLUALDEHYDE
    COLOMBO, L
    GENNARI, C
    SCOLASTICO, C
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (13) : 591 - 592
  • [7] Corey E. J., 1989, LOGIC CHEM SYNTHESIS
  • [8] ATROPISOMERIC SULFUR-COMPOUNDS IN ORGANIC-SYNTHESIS - GENERATION AND REACTIONS OF THE CARBANIONS OF DINAPHTHO[2,1-D-1',2'-F][1,3]DITHIEPINE AND ITS OXIDES
    DELOGU, G
    DELUCCHI, O
    LICINI, G
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (07) : 411 - 412
  • [9] Delogu G, 1989, SYNLETT, P28
  • [10] ASYMMETRIC SYNTHESES BASED ON 1,3-OXATHIANES .1. SCOPE OF THE REACTION
    ELIEL, EL
    MORRISNATSCHKE, S
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (10) : 2937 - 2942