Tetrabutylammonium bisulfate: a new effective catalyst for the hydrolysis of aziridines or epoxides

被引:21
作者
Fan, RH
Hou, XL
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, Shanghai 200032, Peoples R China
关键词
D O I
10.1039/b301081c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bu4NHSO4 (TBAHS) is an effective catalyst for the hydrolysis of aziridines and epoxides under mild and non-metal conditions to give the corresponding beta-amino alcohols and 1,2-diols in high yields. The catalyst can be recycled.
引用
收藏
页码:1565 / 1567
页数:3
相关论文
共 74 条
[11]   ON THE SELECTIVE BUTYLATION OF ACETOPHENONE BY PHASE-TRANSFER CATALYSIS IN THE ABSENCE OF SOLVENT [J].
DIAZORTIZ, A ;
DIEZBARRA, E ;
DELAHOZ, A ;
MORENO, A ;
SANCHEZVERDU, P ;
LOUPY, A .
SYNTHETIC COMMUNICATIONS, 1993, 23 (07) :875-883
[12]   AN EASY AND EFFICIENT EPOXIDE OPENING TO GIVE HALOHYDRINS USING TIN(II) HALIDES [J].
EINHORN, C ;
LUCHE, JL .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (17) :1368-1369
[13]  
ENTURELLO C, 1989, SYNTHESIS-STUTTGART, P295
[14]  
EVANS DA, 1973, TETRAHEDRON LETT, P4929
[15]   Efficient ring-opening reaction of epoxides and aziridines promoted by tributylphosphine in water [J].
Fan, RH ;
Hou, XL .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (03) :726-730
[16]   Synthesis of 3,5-disubstituted-1,2,4-oxadiazoles using tetrabutylammonium fluoride as a mild and efficient catalyst [J].
Gangloff, AR ;
Litvak, J ;
Shelton, EJ ;
Sperandio, D ;
Wang, VR ;
Rice, KD .
TETRAHEDRON LETTERS, 2001, 42 (08) :1441-1443
[17]  
GREGORIO CV, 2001, ANAL BIOCHEM, V290, P376
[18]   Enantioselective desymmetrisation of achiral epoxides [J].
Hodgson, DM ;
Gibbs, AR ;
Lee, GP .
TETRAHEDRON, 1996, 52 (46) :14361-14384
[19]   Reaction of phosphinoyl-activated imines:: stereocontrolled synthesis of either trans- or cis-vinylaziridines [J].
Hou, XJ ;
Yang, XF ;
Dai, LX ;
Chen, XF .
CHEMICAL COMMUNICATIONS, 1998, (07) :747-748
[20]   Desymmetric ring-opening of meso-epoxides with anilines:: a simple way to chiral β-amino alcohols [J].
Hou, XL ;
Wu, J ;
Dai, LX ;
Xia, LJ ;
Tang, MH .
TETRAHEDRON-ASYMMETRY, 1998, 9 (10) :1747-1752