(R)-1,3-DIMETHYLCYCLOPROPENE - ONE ISOMER OF THE SMALLEST CHIRAL HYDROCARBON

被引:17
作者
BAIRD, MS [1 ]
FITTON, HL [1 ]
CLEGG, W [1 ]
MCCAMLEY, A [1 ]
机构
[1] UNIV NEWCASTLE UPON TYNE,DEPT CHEM,NEWCASTLE TYNE NE1 7RU,TYNE & WEAR,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 03期
关键词
D O I
10.1039/p19930000321
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-Lithio-1,3-dimethylcyclopropene has been obtained in optically active form in five steps from tiglic acid and trapped with electrophiles to produce, among others, optically active 1,3-dimethylcyclopropene.
引用
收藏
页码:321 / 326
页数:6
相关论文
共 37 条
[1]   A HIGHLY STEREOSELECTIVE GENERATION AND TRAPPING OF 1,2-DICHLORO-3-METHYL-4-PHENYLBUT-2-ENYLIDENE [J].
ALDULAYYMI, JR ;
BAIRD, MS ;
CLEGG, W .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (10) :1799-1803
[2]   THE STEREOCHEMISTRY OF DIELS-ALDER REACTIONS OF CYCLOPROPENES [J].
APELOIG, Y ;
ARAD, D ;
KAPON, M ;
WALLERSTEIN, M .
TETRAHEDRON LETTERS, 1987, 28 (47) :5917-5920
[3]   REACTION OF "1,1-DIBROMOCYCLOPROPANECARBOXAMIDES WITH METHYLLITHIUM [J].
BAIRD, MS ;
BAXTER, AGW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (10) :2317-2325
[4]   THE PREPARATION AND LITHIATION OF 1-HALOGENOCYCLOPROPENES [J].
BAIRD, MS ;
HUSSAIN, HH ;
NETHERCOTT, W .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (10) :1845-1853
[5]   1,2-DICHLORO-3,3-DIMETHYLCYCLOPROPENE AS A SOURCE OF 1,2-DICHLORO-3-METHYLBUT-2-ENYLIDENE AT AMBIENT-TEMPERATURE [J].
BAIRD, MS ;
HUSSAIN, HH .
TETRAHEDRON, 1989, 45 (19) :6221-6238
[6]  
BAIRD MS, 1987, J CHEM SOC PERK T 1, P2109
[7]  
BAIRD MS, 1988, TOP CURR CHEM, V144, P138
[8]   BROMINATIVE DECARBOXYLATION OF BICYCLO[2.2.2]OCTANE-1-CARBOXYLIC ACID IN HALOGENATED SOLVENTS [J].
BAKER, FW ;
STOCK, LM ;
HOLTZ, HD .
JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (02) :514-&
[9]  
BARTON DHR, 1962, P CHEM SOC LONDON, P309
[10]   THE INVENTION OF NEW RADICAL CHAIN REACTIONS .8. RADICAL CHEMISTRY OF THIOHYDROXAMIC ESTERS - A NEW METHOD FOR THE GENERATION OF CARBON RADICALS FROM CARBOXYLIC-ACIDS [J].
BARTON, DHR ;
CRICH, D ;
MOTHERWELL, WB .
TETRAHEDRON, 1985, 41 (19) :3901-3924