Mild and fast deoxygenation of aromatic carbonyl compounds by dimethylamine borane titanium tetrachloride

被引:17
作者
Dehmlow, EV
Niemann, T
Kraft, A
机构
[1] Fakultät für Chemie, Universität Bielefeld, D-33501 Bielefeld
关键词
D O I
10.1080/00397919608003512
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title reaction proceeds in dichloromethane at room temperature within 1/2 hour. Benzylic alcohols are intermediates. TiCl4 can be replaced by other ( although less effective) Lewis acids such as AlCl3, BF3-ether, FeCl3.
引用
收藏
页码:1467 / 1472
页数:6
相关论文
共 13 条
[1]  
[Anonymous], ORG PREP PROCED INT
[2]  
BAYER AG, GERMANY PRODUCT INFO
[3]   ORGANOMETALLIC COMPOUNDS OF GROUP-III .49. REDUCTIVE DEOXYGENATION OF KETONES AND SECONDARY ALCOHOLS BY ORGANOALUMINUM LEWIS-ACIDS [J].
EISCH, JJ ;
LIU, ZR ;
BOLESLAWSKI, MP .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (07) :2143-2147
[4]  
GRIBBLE GW, 1978, SYNTHESIS-STUTTGART, P763
[5]   IONIC HYDROGENATION OF ETHYLENE BOND AND DOUBLE BOND OF CARBONYL GROUP [J].
KURSANOV, DN ;
PARNES, ZN ;
BASSOVA, GI ;
LOIM, NM ;
ZDANOVIC.VI .
TETRAHEDRON, 1967, 23 (05) :2235-&
[6]   REDUCTIVE DEOXYGENATION OF ARYL ALDEHYDES AND KETONES AND BENZYLIC, ALLYLIC, AND TERTIARY ALCOHOLS BY ZNI2-NACNBH3 [J].
LAU, CK ;
DUFRESNE, C ;
BELANGER, PC ;
PIETRE, S ;
SCHEIGETZ, J .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (15) :3038-3043
[7]  
LEU CK, 1989, J ORG CHEM, V54, P491
[8]  
OLAH GA, 1992, SYNLETT, P647
[9]  
ONO A, 1987, SYNTHESIS-STUTTGART, P736
[10]   SELECTIVE REDUCTION OF DIARYL OR ARYL ALKYL ALCOHOLS IN THE PRESENCE OF PRIMARY HYDROXYL OR ESTER GROUPS BY ETHERATED BORON TRIFLUORIDE-TRIETHYLSILANE SYSTEM [J].
ORFANOPOULOS, M ;
SMONOU, I .
SYNTHETIC COMMUNICATIONS, 1988, 18 (08) :833-839