PROPELLANES .44. REACTION OF 11-SUBSTITUTED-1,6-METHANO[10]ANNULENES WITH "4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE

被引:17
作者
ASHKENAZI, P
VOGEL, E
GINSBURG, D
机构
[1] TECHNION ISRAEL INST TECHNOL,DEPT CHEM,HAIFA,ISRAEL
[2] UNIV COLOGNE,INST ORGAN CHEM,D-5000 COLOGNE 41,FED REP GER
关键词
D O I
10.1016/0040-4020(78)89020-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of the bridged annulene derivatives and the dienophile mentioned in the title occurs through attack by the latter from below, anti- to the bridge. The mono-adducts obtained contain a substituted cyclopropane ring. Attempted nucleophilic displacement of suitable substituents was unsuccessful. © 1978.
引用
收藏
页码:2167 / 2169
页数:3
相关论文
共 8 条
[1]   PROPELLANES .36. REACTIONS OF BRIDGED [10]ANNULENES WITH 4-SUBSTITUTED-1,2,4-TRIAZOLINE-3,5-DIONES [J].
ASHKENAZI, P ;
GINSBURG, D ;
VOGEL, E .
TETRAHEDRON, 1977, 33 (10) :1169-1175
[2]  
GINSBURG D, 1975, PROPELLANES, pCH3
[3]   CONTRIBUTION TO PROBLEM OF NUCLEOPHILIC-SUBSTITUTION REACTIONS AT SMALL-RING CARBON-ATOMS OCCURRING WITH RETENTION OF CONFIGURATION [J].
GRAY, RW ;
CHAPLEO, CB ;
VERGNANI, T ;
DREIDING, AS ;
LIESNER, M ;
SEEBACH, D .
HELVETICA CHIMICA ACTA, 1976, 59 (05) :1547-1552
[4]  
KAFTORI M, COMMUNICATION
[5]   NEW RESULTS CONCERNING MECHANISM OF RETENTIVE SUBSTITUTION AT 3 MEMBERED RING OF PROPELLANES [J].
LINDNER, HJ ;
KITSCHKE, B ;
LIESNER, M ;
SEEBACH, D .
HELVETICA CHIMICA ACTA, 1977, 60 (04) :1151-1154
[6]  
LIOTTA CL, 1974, TETRAHEDRON LETT, P2417
[7]   CHEMISTRY OF NAKED ANIONS .1. REACTIONS OF 18-CROWN-6 COMPLEX OF POTASSIUM FLUORIDE WITH ORGANIC SUBSTRATES IN APROTIC ORGANIC-SOLVENTS [J].
LIOTTA, CL ;
HARRIS, HP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (07) :2250-2252
[8]   STEREOSPECIFIC BR/OAC-SUBSTITUTION AT SYN AND ANTI-11-BROMO-2,3-BENZOTRICYCLO-[4.4.1.0]UNDECEN-4-ONE - RETENTIVE SUBSTITUTION AT CYCLOPROPANE [J].
YAMAGUCHI, H ;
KAWADA, K ;
OKAMOTO, T ;
EGERT, E ;
LINDNER, HJ ;
BRAUN, M ;
DAMMANN, R ;
LIESNER, M ;
NEUMANN, H ;
SEEBACH, D .
CHEMISCHE BERICHTE-RECUEIL, 1976, 109 (05) :1589-1600