SYNTHESIS OF ACYL(PHENYLSELANYL)METHYLIDENE(TRIPHENYL)-LAMBDA(5)-ARSANES AND THEIR WITTIG-TYPE REACTIONS

被引:31
作者
HUANG, ZZ
HUANG, X
HUANG, YZ
机构
[1] HANGZHOU UNIV,DEPT CHEM,HANGZHOU 310028,PEOPLES R CHINA
[2] ACAD SINICA,SHANGHAI INST ORGAN CHEM,SHANGHAI 200032,PEOPLES R CHINA
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 02期
关键词
D O I
10.1039/p19950000095
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Acyl(phenylselanyl)methylidene(triphenyl)-lambda(5)-arsanes 3 have been synthesized by treating acylmethylidene(triphenyl)-lambda(5)-arsanes 1 with phenylselanyl iodide 2; alpha-selanylarsonium ylides 3 are sufficiently reactive to undergo Wittig-type reactions, affording a novel method for the stereoselective synthesis of (Z)-alpha-phenylselanyl alpha,beta-unsaturated ketones 6.
引用
收藏
页码:95 / 96
页数:2
相关论文
共 12 条
[1]  
BRAGA AL, 1984, SYNTHESIS-STUTTGART, P240
[2]   VINYLIC SELENIDES [J].
COMASSETO, JV .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1983, 253 (02) :131-181
[3]  
COSSEMATO JV, 1978, J ORGANOMET CHEM, V152, P295
[4]   AN EFFICIENT ONE POT SYNTHESIS OF ALPHA-IODO-ALPHA,BETA-UNSATURATED ESTERS, KETONES AND NITRILES VIA ARSONIUM SALTS [J].
HUANG, YZ ;
SHI, LL ;
LI, SW ;
HUANG, R .
SYNTHETIC COMMUNICATIONS, 1989, 19 (15) :2639-2646
[5]  
HUANG YZ, 1982, ADV ORGANOMET CHEM, V20, P115
[6]   NEW ORGANOSELENIUM METHODOLOGY [J].
LIOTTA, D .
ACCOUNTS OF CHEMICAL RESEARCH, 1984, 17 (01) :28-34
[7]   REACTION OF SELENENYL HALIDES WITH WITTIG REAGENTS [J].
PETRAGNANI, N ;
RODRIGUES, R ;
COMASSETO, JV .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1976, 114 (03) :281-292
[8]  
PETRAGNANI N, 1977, 17 INT C COORD CHEM, P35
[9]   VINYL SELENIDES AND SELENOXIDES - PREPARATION, CONVERSION TO LITHIUM REAGENTS, DIELS-ALDER REACTIVITY, AND SOME COMPARISONS WITH SULFUR ANALOGS [J].
REICH, HJ ;
WILLIS, WW ;
CLARK, PD .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (13) :2775-2784
[10]   CARBON-CARBON BOND FORMATION IN DIOLEFINS USING THE NEW REAGENT BENZENESELENENYL LODIDE [J].
TOSHIMITSU, A ;
UEMURA, S ;
OKANO, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (01) :87-89