Either γ-syn- or γ-anti-selective palladium-catalysed carbonyl allylation by mixed (E)- and (Z)-1,3-dichloropropene with tin(II) halides

被引：23

作者：

Masuyama, Y ^{[1
]}

Ito, A ^{[1
]}

Kurusu, Y ^{[1
]}

机构：

[1] Sophia Univ, Dept Chem, Chiyoda Ku, Tokyo 102, Japan

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 03期

关键词：

D O I：

10.1039/a707865j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Palladium-catalysed carbonyl allylations by mixed (E)- and (Z)-1,3-dichloropropene with SnI2-Bu4NI and SnCI2 diastereoselectively produce syn and anti 1-substituted 2-chlorobut-3-en-1-ols, respectively. These are transformed into cis and trans 1-substituted 2-vinyl epoxides.

引用

页码：315 / 316

页数：2

共 6 条

[1] [Anonymous], ADV MET ORG
[2] A SIMPLE, STEREOSELECTIVE, ROOM-TEMPERATURE SYNTHESIS OF CIS VINYLOXIRANES AND TRANS 1-PHENYL-1,3-BUTADIENE
AUGE, J
DAVID, S
[J]. TETRAHEDRON LETTERS, 1983, 24 (37) : 4009 - 4012
[3] Diastereo- and enantioselective synthesis of syn-alpha-vinylchlorohydrins and cis-vinylepoxides
Hu, SJ
Jayaraman, S
Oehlschlager, AC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (21) : 7513 - 7520
[4] gamma-syn-selective carbonyl allylation by 1-bromo-2-butene with tin(II) iodide and tetrabutylammonium bromide
Masuyama, Y
Kishida, M
Kurusu, Y
[J]. TETRAHEDRON LETTERS, 1996, 37 (39) : 7103 - 7106
[5] APPARENT CHARGE REVERSAL OF PI-ALLYLPALLADIUM COMPLEX - APPLICATION TO CARBONYL ALLYLATION BY ALLYLIC ALCOHOLS
MASUYAMA, Y
[J]. JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1992, 50 (03) : 202 - 212
[6] SELECTIVE REACTIONS USING ALLYLIC METALS
YAMAMOTO, Y
ASAO, N
[J]. CHEMICAL REVIEWS, 1993, 93 (06) : 2207 - 2293

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