PALLADIUM-CATALYZED ARYLATION OF ALLYLIC DIOLS - HIGHLY SELECTIVE SYNTHESIS OF PHENYL-SUBSTITUTED ALLYLIC DIOLS

被引：48
作者：
KANG, SK
JUNG, KY
PARK, CH
NAMKOONG, EY
KIM, TH
机构：
[1] Department of Chemistry, Sung Kyun Kwan University, Suwon, 440-746, Natural Science Campus
来源：
TETRAHEDRON LETTERS | 1995年 / 36卷 / 35期
关键词：
D O I：
10.1016/0040-4039(95)01294-R
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The coupling reaction of iodobenzene with allylic diols in the presence of Pd(OAc)(2) and nBu(3)P as catalysts using K2CO3 as base afforded the phenyl-substituted allylic diols. However, under the same reaction conditions with Et(3)N as base, phenyl-substituted alpha-hydroxy ketone was obtained.
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页码：6287 / 6290
页数：4
相关论文
共 14 条
[1]   PALLADIUM-CATALYZED VINYLATION OF ALLYLIC ALCOHOLS WITH ENOL TRIFLATES - A CONVENIENT SYNTHESIS OF CONJUGATED DIENOLS [J].
BERNOCCHI, E ;
CACCHI, S ;
CIATTINI, PG ;
MORERA, E ;
ORTAR, G .
TETRAHEDRON LETTERS, 1992, 33 (21) :3073-3076
[2]   PALLADIUM-CATALYZED VINYL SUBSTITUTION-REACTIONS .1. NEW SYNTHESIS OF 2-PHENYL AND 3-PHENYL SUBSTITUTED ALLYLIC ALCOHOLS, ALDEHYDES, AND KETONES FROM ALLYLIC ALCOHOLS [J].
CHALK, AJ ;
MAGENNIS, SA .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (02) :273-278
[3]   PALLADIUM-CATALYZED VINYLIC SUBSTITUTION-REACTIONS WITH HETEROCYCLIC BROMIDES [J].
FRANK, WC ;
KIM, YC ;
HECK, RF .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (15) :2947-2949
[4]  
HECK RF, 1982, ORG REACTIONS, V27, P345
[5]   PALLADIUM-CATALYZED REACTIONS OF ORGANIC HALIDES WITH OLEFINS [J].
HECK, RF .
ACCOUNTS OF CHEMICAL RESEARCH, 1979, 12 (04) :146-151
[6]   PALLADIUM-CATALYZED VINYLATION OF ORGANIC HALIDES UNDER SOLID LIQUID-PHASE TRANSFER CONDITIONS [J].
JEFFERY, T .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (19) :1287-1289
[7]   PALLADIUM-CATALYZED REACTION OF VINYLIC HALIDES WITH ALLYLIC ALCOHOLS - A HIGHLY CHEMOCONTROLLED, REGIOCONTROLLED AND STEREOCONTROLLED SYNTHESIS OF CONJUGATED DIENOLS [J].
JEFFERY, T .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (05) :324-325
[8]   PALLADIUM-CATALYZED DIRECT SYNTHESIS OF OPTICALLY-ACTIVE DIENOLS [J].
JEFFERY, T .
TETRAHEDRON LETTERS, 1993, 34 (07) :1133-1136
[9]   PALLADIUM-CATALYZED ARYLATION OF ALLYLIC ALCOHOLS - HIGHLY SELECTIVE SYNTHESIS OF BETA-AROMATIC CARBONYL-COMPOUNDS OR BETA-AROMATIC ALPHA,BETA-UNSATURATED ALCOHOLS [J].
JEFFERY, T .
TETRAHEDRON LETTERS, 1991, 32 (19) :2121-2124
[10]  
JOHNSON RA, 1993, CATALYTIC ASYMMETRIC, pCH4
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