PALLADIUM-CATALYZED ASYMMETRIC HYDROPHENYLATION OF 1,4-DIHYDRO-1,4-EPOXYNAPHTHALENE

被引：70

作者：

MOINET, C ^{[1
]}

FIAUD, JC ^{[1
]}

机构：

[1] UNIV PARIS 11,CNRS,INST CHIM MOLEC ORSAY,F-91405 ORSAY,FRANCE

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 12期

关键词：

D O I：

10.1016/0040-4039(95)00178-F

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed hydrophenylation of 7-oxybenzonorbornene with phenyl iodide or triflate in the presence of formate afforded 1,4-epoxy-2-phenyl-1,2,3,4-tetrahydronaphthalene and (1R*,2S*)-1,2-dihydro-2-phenylnaphthalen-1-ol. Both product distribution and enantioselectivity for these compounds were dependent of the leaving group of the substrate and the ligand of the catalyst.

引用

页码：2051 / 2052

页数：2

共 17 条

[1] CATALYTIC ASYMMETRIC-SYNTHESIS OF QUARTERNARY CARBON CENTERS - PALLADIUM-CATALYZED FORMATION OF EITHER ENANTIOMER OF SPIROOXINDOLES AND RELATED SPIROCYCLICS USING A SINGLE ENANTIOMER OF A CHIRAL DIPHOSPHINE LIGAND
ASHIMORI, A
OVERMAN, LE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (17) : 4571 - 4572
[2] BRUNNER H, 1991, SYNTHESIS-STUTTGART, P1121
[3] 1,10-PHENANTHROLINE DERIVATIVES - A NEW LIGAND CLASS IN THE HECK REACTION - MECHANISTIC ASPECTS
CABRI, W
CANDIANI, I
BEDESCHI, A
SANTI, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (26) : 7421 - 7426
[4] PALLADIUM-CATALYZED STEREOSELECTIVE REDUCTIVE COUPLING REACTIONS OF ORGANIC HALIDES WITH 7-HETEROATOM NORBORNADIENES
DUAN, JP
CHENG, CH
[J]. TETRAHEDRON LETTERS, 1993, 34 (25) : 4019 - 4022
[5] CATALYTIC ASYMMETRIC ARYLATION OF OLEFINS
HAYASHI, T
KUBO, A
OZAWA, F
[J]. PURE AND APPLIED CHEMISTRY, 1992, 64 (03) : 421 - 427
[6] LAROCK RC, 1993, SYNLETT, P145
[7] SYNTHESIS OF ALLYLIC ALCOHOLS VIA PALLADIUM-CATALYZED CROSS-COUPLING OF VINYLIC EPOXIDES AND ARYL OR VINYLIC HALIDES AND TRIFLATES
LAROCK, RC
DING, SJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (04) : 804 - 806
[8] APPLICATION OF INTRAMOLECULAR HECK REACTIONS FOR FORMING CONGESTED QUATERNARY CARBON CENTERS IN COMPLEX MOLECULE TOTAL SYNTHESIS
OVERMAN, LE
[J]. PURE AND APPLIED CHEMISTRY, 1994, 66 (07) : 1423 - 1430
[9] CATALYTIC ASYMMETRIC ARYLATION OF 2,3-DIHYDROFURAN WITH ARYL TRIFLATES
OZAWA, F
KUBO, A
HAYASHI, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (04) : 1417 - 1419
[10] PALLADIUM-CATALYZED ASYMMETRIC ALKENYLATION OF CYCLIC OLEFINS
OZAWA, F
KOBATAKE, Y
HAYASHI, T
[J]. TETRAHEDRON LETTERS, 1993, 34 (15) : 2505 - 2508

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