Asymmetric intermolecular C-H activation, using immobilized dirhodium tetrakis((S)-N-(dodecylbenzenesulfonyl)-prolinate) as a recoverable catalyst

被引：68

作者：

Davies, HML ^{[1
]}

Walji, AM ^{[1
]}

机构：

[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 04期

关键词：

D O I：

10.1021/ol0273506

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Heterogenization of dirhodium tetrakis((S)-N-dodecylbenzenesulfonyl)prolinate) (Rh-2(S-DOSP)(4)) can be readily achieved on a pyridine functionalized highly cross-linked polystyrene resin. The immobilized complex is readily recycled and exhibits excellent catalytic activity for asymmetric intermolecular C-H activation by means of rhodium carbenoid induced C-H insertion.

引用

页码：479 / 482

页数：4

共 28 条

[11] Recent progress in asymmetric intermolecular C-H activation by rhodium carbenoid intermediates
Davies, HML
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[12] Catalytic asymmetric C-H activation by methyl thiophen-3-yldiazoacetate applied to the synthesis of (+)-cetiedil
Davies, HML
Walji, AM
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[13] Asymmetric synthesis of (+)-indatraline using rhodium-catalyzed C-H activation
Davies, HML
Gregg, TM
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Davies, HML
Ren, PD
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[J]. ORGANIC LETTERS, 2001, 3 (22) : 3587 - 3590
[15] Catalytic asymmetric C-H activation of silyl enol ethers as an equivalent of an asymmetric Michael reaction
Davies, HML
Ren, PD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (09) : 2070 - 2071
[16] Asymmetric catalytic C-H activation applied to the synthesis of syn-aldol products
Davies, HML
Antoulinakis, EG
[J]. ORGANIC LETTERS, 2000, 2 (26) : 4153 - 4156
[17] Effect of carbenoid structure on the reactions of rhodium-stabilized carbenoids with cycloheptatriene
Davies, HML
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Hansen, T
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[J]. TETRAHEDRON LETTERS, 2000, 41 (13) : 2035 - 2038
[18] Asymmetric intermolecular carbenoid C-H insertions catalyzed by rhodium(II) (S)-N-(p-dodecylphenyl)sulfonylprolinate
Davies, HML
Hansen, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (38) : 9075 - 9076
[19] Highly regio-, diastereo-, and enantioselective C-H insertions of methyl aryldiazoacetates into cyclic N-BOC-protected amines.: Asymmetric synthesis of novel C2-symmetric amines and threo-methylphenidate
Davies, HML
Hansen, T
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[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (27) : 6509 - 6510
[20] Catalytic asymmetric synthesis of diarylacetates and 4,4-diarylbutanoates. A formal asymmetric synthesis of (+)-sertraline
Davies, HML
Stafford, DG
Hansen, T
[J]. ORGANIC LETTERS, 1999, 1 (02) : 233 - 236

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