CARBON-CARBON BOND FORMATION IN PALLADIUM(II)-CATALYZED INTRAMOLECULAR 1,4-OXIDATION OF CONJUGATED DIENES

被引：44

作者：

BACKVALL, JE

NILSSON, YIM

ANDERSSON, PG

GATTI, RGP

WU, JC

机构：

[1] Department of Organic Chemistry, S-751 21 Uppsala

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(00)77286-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium(II)-catalyzed 1,4-oxidation of conjugated dienes involving a carbocyclization has been developed. Chloropalladation of the triple bond in a dienyne and subsequent addition of the vinylpalladium to the conjugated diene creates a (pi-allyl)palladium intermediate, which undergoes a quinone-induced chloride attack to give the product The overall 1,4-addition of the vinylic carbon and the chloro group across the diene occurs in an anti fashion.

引用

页码：5713 / 5716

页数：4

共 18 条

[1] BACKVALL JE, 1990, J AM CHEM SOC, V112, P3683
[2] BACKVALL JE, 1993, J ORG CHEM, V58, P5445
[3] BACKVALL JE, 1992, J AM CHEM SOC, V114, P6374
[4] BACKVALL JE, 1985, J AM CHEM SOC, V107, P3676
[5] BACKVALL JE, 1984, J ORG CHEM, V49, P4619
[6] BACKVALL JE, 1993, SYNTHESIS-STUTTGART, P343
[7] STEREOCONTROLLED LACTONIZATION REACTIONS VIA PALLADIUM-CATALYSIS
BACKVALL, JE
ANDERSSON, PG
VAGBERG, JO
[J]. TETRAHEDRON LETTERS, 1989, 30 (01) : 137 - 140
[8] BACKVALL JE, 1991, J ORG CHEM, V56, P2988
[9] PALLADIUM-CATALYZED INTRAMOLECULAR 1,4-ADDITIONS TO CONJUGATED DIENES
BACKVALL, JE
[J]. PURE AND APPLIED CHEMISTRY, 1992, 64 (03) : 429 - 437
[10] BACKVALL JE, 1991, J ORG CHEM, V56, P5349

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