Regioselective ring opening of oxiranes to halohydrins with tetrabutylammonium halide in water in the presence of β-cyclodextrin

被引：6
|
作者：
Surendra, K [1 ]
Krishnaveni, NS [1 ]
Kumar, VP [1 ]
Nageswar, YVD [1 ]
Rao, KR [1 ]
机构：
[1] Indian Inst Chem Technol, Organ Chem Div I, Hyderabad 500007, Andhra Pradesh, India
来源：
LETTERS IN ORGANIC CHEMISTRY | 2005年 / 2卷 / 07期
关键词：
oxiranes; halohydrins; tetrabutylammonium halides; beta-cyclodextrin; water;
D O I：
10.2174/157017805774296821
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel reagent tetrabutylammonium halide has been utilized for the highly regioselective ring opening of oxiranes to halohydrins at room temperature in good yields involving beta-cyclodextrin in aqueous medium.
引用
收藏
页码：652 / 658
页数：7
相关论文
共 26 条
  • [1] Efficient regioselective ring opening of oxiranes with thioacids in the presence of β-cyclodextrin in water
    Srinivas, B.
    Sridhar, R.
    Surendra, K.
    Krishnaveni, N. Srilakshmi
    Kumar, V. Pavan
    Nageswar, Y. V. D.
    Rao, K. Rama
    SYNTHETIC COMMUNICATIONS, 2006, 36 (22) : 3455 - 3459
  • [2] A facile regioselective ring opening of aziridines to haloamines using tetrabutylammonium halides in the presence of β-cyclodextrin in water
    Narender, M
    Surendra, K
    Krishnaveni, NS
    Reddy, MS
    Rao, KR
    TETRAHEDRON LETTERS, 2004, 45 (43) : 7995 - 7997
  • [3] Highly facile biomimetic regioselective ring opening of epoxides to halohydrins in the presence of β-cyclodextrin
    Reddy, MA
    Surendra, K
    Bhanumathi, N
    Rao, KR
    TETRAHEDRON, 2002, 58 (30) : 6003 - 6008
  • [4] Regioselective ring-opening of aziridines with thiophenol in the presence of β-cyclodextrin in water
    Reddy, MS
    Narender, M
    Rao, KR
    SYNLETT, 2005, (03) : 489 - 490
  • [5] Highly efficient regioselective ring opening of aziridines to β-haloamines in the presence of β-cyclodextrin in water
    Krishnaveni, NS
    Surendra, K
    Narender, M
    Nageswar, YVD
    Rao, KR
    SYNTHESIS-STUTTGART, 2004, (04): : 501 - 502
  • [6] Regioselective ring-opening of aziridines with potassium thiocyanate in the presence of β-cyclodextrin in water
    Reddy, MS
    Narender, M
    Nageswar, YVD
    Rao, KR
    TETRAHEDRON LETTERS, 2005, 46 (38) : 6437 - 6439
  • [7] Highly Facile Regioselective Ring Opening of Epoxides to Halohydrins in the Presence of polyHIPEs (CTAB) and β-cyclodextrins (TSAX) in Water
    Zhang, Shengmiao
    Chen, Jianding
    Perchyonok, V. Tamara
    CURRENT ORGANIC CHEMISTRY, 2011, 15 (15) : 2690 - 2693
  • [8] Synthesis of thiiranes from oxiranes in the presence of β-cyclodextrin in water
    Krishnaveni, NS
    Surendra, K
    Reddy, MS
    Nageswar, YVD
    Rao, KR
    ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (04) : 395 - 397
  • [9] Catalyst-Free Efficient Regioselective Ring Opening of Oxiranes with Thioacids in Water
    Halimehjani, Azim Ziyaei
    Jalali, Aazam
    Khalesi, Maryam
    Ashouri, Akram
    Marjani, Katayoun
    SYNTHETIC COMMUNICATIONS, 2011, 41 (11) : 1638 - 1643
  • [10] Highly regioselective thiolysis of oxiranes under supramolecular catalysis involving β-cyclodextrin in water
    Reddy, M. Somi
    Srinivas, B.
    Sridhar, R.
    Narender, M.
    Rao, K. Rama
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 255 (1-2) : 180 - 183
123