PD(O)-CATALYZED ELIMINATION AND COUPLING OF ALLYLIC CYCLIC CARBONATES

被引:8
作者
KANG, SK
PARK, DC
PARK, CH
HONG, RK
机构
[1] Department of Chemistry, Sung Kyun Kwan University, Suwon, 440-746, Natural Science Campus
关键词
D O I
10.1016/0040-4039(94)02220-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The alkyl substituted allylic cyclic carbonates 1a-d undergo elimination by using a catalytic amount of Pd(O) complex to form dienols 2a-b. However, on treatment of the unsubstituted or phenyl substituted allylic cyclic carbonates le and If with palladium(O) catalyst, deprotonation-elimination of pi-allylpalladium complex followed by condensation with the other pi-allylpalladium complex provided the coupled products 3a and 3b, respectively.
引用
收藏
页码:405 / 408
页数:4
相关论文
共 6 条
[2]   NEUTRAL ALKYLATION OF CHIRAL ALLYLIC CYCLIC CARBONATES CATALYZED BY PALLADIUM COMPLEX [J].
KANG, SK ;
KIM, SG ;
LEE, JS .
TETRAHEDRON-ASYMMETRY, 1992, 3 (09) :1139-1140
[3]   SYNTHESIS OF (Z)-HOMOALLYLIC ALCOHOLS AND HOMOPROP-2-YNYLIC ALCOHOLS VIA PALLADIUM-CATALYZED HYDROGENOLYSIS OF PROP-2-YNYLIC CYCLIC CARBONATES [J].
KANG, SK ;
PARK, DC ;
CHO, DG ;
CHUNG, JU ;
JUNG, KY .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (03) :237-238
[4]   HIGHLY REGIOSELECTIVE PALLADIUM-MEDIATED SUBSTITUTION OF ALLYLIC AND DIENYLIC CYCLIC CARBONATES [J].
KANG, SK ;
PARK, DC ;
JEON, JH ;
RHO, HS ;
YU, CM .
TETRAHEDRON LETTERS, 1994, 35 (15) :2357-2360
[5]  
KANG SK, IN PRESS SYNTH COMMU
[6]  
TSUJI J, 1978, TETRAHEDRON LETT, V24, P2075