THE USE OF RIEKE ZINC METAL IN THE SELECTIVE REDUCTION OF ALKYNES

被引:37
作者
CHOU, WN [1 ]
CLARK, DL [1 ]
WHITE, JB [1 ]
机构
[1] UNIV TEXAS,DEPT CHEM,BOX 19065,ARLINGTON,TX 76019
关键词
D O I
10.1016/S0040-4039(00)92612-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Rieke zinc has been found to be a very selective reducing agent of alkynes to cis-alkenes, allowing for the reduction of enynes to 1,3-dienes, diynes to enynes or dienes, and of propargylic alcohols to cis-allylic alcohols.
引用
收藏
页码:299 / 302
页数:4
相关论文
共 15 条
[1]   REGIO-SPECIFIC AND STEREO-SPECIFIC REDUCTION OF CONJUGATED AND NON-CONJUGATED TRIPLE BONDS BY ACTIVATED ZINC POWDER [J].
AERSSENS, MHPJ ;
BRANDSMA, L .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (12) :735-736
[2]   IMPROVED STEREOSELECTIVE REDUCTION OF A E,E, CONJUGATED DIENYNE TO A E,E,Z CONJUGATED TRIENE [J].
AVIGNONTROPIS, M ;
POUGNY, JR .
TETRAHEDRON LETTERS, 1989, 30 (37) :4951-4952
[3]   DEUTERIUM INCORPORATION VIA ZINC-COPPER COUPLE REDUCTIONS OF HALIDES [J].
BLANKENS, RM ;
BURDETT, KA ;
SWENTON, JS .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (15) :2300-2301
[4]   STEREOSPECIFIC SYNTHESES AND SPECTROSCOPIC PROPERTIES OF ISOMERIC 2,4,6,8-UNDECATETRAENES - NEW HYDROCARBONS FROM THE MARINE BROWN ALGA-GIFFORDIA-MITCHELLAE .4. [J].
BOLAND, W ;
SIELER, C ;
FEIGEL, M .
HELVETICA CHIMICA ACTA, 1987, 70 (04) :1025-1040
[5]   SYNTHESIS OF OXEPINS VIA THE COPE REARRANGEMENT OF CIS-2,3-DIVINYL EPOXIDES [J].
CLARK, DL ;
CHOU, WN ;
WHITE, JB .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (13) :3975-3977
[6]   (E)-3-(TRIMETHYLSILYL)-2-PROPEN-1-OL - AN IMPROVED PREPARATION [J].
DENMARK, SE ;
JONES, TK .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (23) :4595-4597
[7]  
ELPHIMOFFFELKIN, 1988, ORG SYN, V6, P769
[8]   REDUCTION WITH ZINC OF TRIPLE BONDS TO CIS DOUBLE-BONDS IN LONG-CHAIN CONJUGATED FATTY-ACIDS [J].
MORRIS, SG ;
HERB, SF ;
LUDDY, FE ;
MAGIDMAN, P .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1972, 49 (02) :92-&
[9]   4 ISOMERIC 1,3,5-UNDECATRIENES - SYNTHESIS AND CONFIGURATIONAL ASSIGNMENT [J].
NAF, F ;
DECORZANT, R ;
THOMMEN, W ;
WILLHALM, B ;
OHLOFF, G .
HELVETICA CHIMICA ACTA, 1975, 58 (04) :1016-1037
[10]   NEW TOTAL SYNTHESIS OF D,L-PUMILIOTOXIN-C VIA AN INDANONE [J].
OPPOLZER, W ;
FEHR, C ;
WARNEKE, J .
HELVETICA CHIMICA ACTA, 1977, 60 (01) :48-58