REDUCTION OF KETONES WITH POLYDIBENZO-18-CROWN-6-BOROHYDRIDE

被引:1
作者
SARKAR, A
RAO, BR
机构
[1] Department of Applied Chemistry, Indian School of Mines, Dhanbad
关键词
D O I
10.1016/S0040-4039(00)71263-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Polydibenzo-18-crown-6-(P-DB-18-C-6), a condensation polymer of dibenzo-18-crown-6 and formaldehyde has been used as support for borohydride ions in the reduction of few cyclic and acyclic ketones. The reagent has been found to be more stereoselective than dibenzo-18-crown-6-borohydride in the reduction of cyclic ketones. 4-t-butylcyclohexanone has been converted exclusively (100%) to trans-4-t-butylcyclohexanol.
引用
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页码:2157 / 2160
页数:4
相关论文
共 11 条
[1]  
BLASIUS E, 1982, MAKROMOL CHEM, V183, P1401
[2]  
Fukui K., 1975, THEORY ORIENTATION S
[3]  
GIBSON HW, 1977, J CHEM SOC CHEM COMM, P815
[4]  
HODOSAN F, 1969, REV ROUM CHIM, V14, P121
[5]  
HUTCHINS RO, 1978, J CHEM SOC CHEM COMM, P1086
[6]   EFFECT OF CROWN ETHER IN REDUCTION OF KETONES WITH SODIUM-BOROHYDRIDE IN AROMATIC SOLVENT [J].
MATSUDA, T ;
KOIDA, K .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1973, 46 (07) :2259-2260
[7]  
MCKILLOP A, 1979, SYNTHESIS-STUTTGART, P401
[8]   SELECTIVE REDUCTION OF CONJUGATED ETHYLENIC LINKAGE IN THE PRESENCE OF ION-EXCHANGE RESIN BOUND BOROHYDRIDE [J].
NAG, A ;
SARKAR, A ;
SARKAR, SK ;
PALIT, SK .
SYNTHETIC COMMUNICATIONS, 1987, 17 (08) :1007-1013
[9]   BOROHYDRIDE REDUCING AGENT DERIVED FROM ANION-EXCHANGE RESIN - SELECTIVE REDUCTION OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS [J].
SANDE, AR ;
JAGADALE, MH ;
MANE, RB ;
SALUNKHE, MM .
TETRAHEDRON LETTERS, 1984, 25 (32) :3501-3504
[10]   MONTMORILLONITE SUPPORTED BOROHYDRIDE - A NEW REDUCING AGENT FOR REDUCTIONS UNDER PHASE-TRANSFER CONDITIONS [J].
SARKAR, A ;
RAO, BR ;
KONAR, MM .
SYNTHETIC COMMUNICATIONS, 1989, 19 (13-14) :2313-2320