MEERWEIN PONNDORF VERLEY REACTION OF ALPHA-KETOEPOXIDES - A STEREOCONTROLLED ONE-STEP SYNTHESIS OF EPOXY-1,3-DIOL MONOESTERS

被引:32
作者
BARAMEE, A
CHAICHIT, N
INTAWEE, P
THEBTARANONTH, C
THEBTARANONTH, Y
机构
[1] MAHIDOL UNIV,FAC SCI,DEPT CHEM,RAMA 6,BANGKOK 10400,THAILAND
[2] SILPAKORN UNIV,FAC SCI,DEPT PHYS,NAKHON PATHOM 73000,THAILAND
关键词
D O I
10.1039/c39910001016
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Lithium enolate 3, derived from ketoepoxide 1, adds to two molecules of an aldehyde with concomitant hydride transfer to produce 5 sterospecifically.
引用
收藏
页码:1016 / 1017
页数:2
相关论文
共 4 条
[1]   SAMARIUM-CATALYZED INTRAMOLECULAR TISHCHENKO REDUCTION OF BETA-HYDROXY KETONES - A STEREOSELECTIVE APPROACH TO THE SYNTHESIS OF DIFFERENTIATED ANTI 1,3-DIOL MONOESTERS [J].
EVANS, DA ;
HOVEYDA, AH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (17) :6447-6449
[2]   REDUCTIONS OF ALPHA-SUBSTITUTED KETONES BY LITHIUM DIISOPROPYLAMIDE [J].
KOWALSKI, C ;
CREARY, X ;
ROLLIN, AJ ;
BURKE, MC .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (13) :2601-2608
[3]   LANTHANIDES IN ORGANIC-SYNTHESIS .8. 1,3-ASYMMETRIC INDUCTION IN INTRAMOLECULAR REFORMATSKY-TYPE REACTIONS PROMOTED BY SAMARIUM DIIODIDE [J].
MOLANDER, GA ;
ETTER, JB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (21) :6556-6558
[4]  
Wilds A. L., 1944, ORG REACTIONS, V2, P178