An improved catalyst for the cyclization/hydrosilylation of functionalized 1,6-dienes employing dimethylphenylsilane

被引：26

作者：

Widenhoefer, RA ^{[1
]}

Vadehra, A ^{[1
]}

机构：

[1] Duke Univ, Paul M Gross Chem Lab, Durham, NC 27708 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 49期

关键词：

catalysis; cyclization; dienes; palladium;

D O I：

10.1016/S0040-4039(99)01706-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A 1:1 mixture of (Me-4-phen)Pd(Me)Cl [Me-4-phen=3,4,7,8-tetramethyl- 1,10-phenanthroline] and NaBAr4 [Ar=3,5-C6H3(CF3)(2)] catalyzed the cyclization/hydrosilylation of functionalized 1,6-dienes with dimethylphenylsilane within minutes at room temperature to form silylated cyclopentanes in good yield with high trans-selectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：8499 / 8502

页数：4

共 17 条

[1] POLYMERS WITH MAIN-CHAIN CHIRALITY - SYNTHESIS OF HIGHLY ISOTACTIC, OPTICALLY-ACTIVE POLY(4-TERT-BUTYLSTYRENE-ALT-CO) USING PD(II) CATALYSTS BASED ON C-2-SYMMETRICAL BISOXAZOLINE LIGANDS
BROOKHART, M
WAGNER, MI
BALAVOINE, GGA
HADDOU, HA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (08) : 3641 - 3642
[2] A ONE-POT CONVERSION OF THE PHENYLDIMETHYLSILYL GROUP INTO A HYDROXYL GROUP
FLEMING, I
SANDERSON, PEJ
[J]. TETRAHEDRON LETTERS, 1987, 28 (36) : 4229 - 4232
[3] The oxidation of the carbon-silicon bond
Jones, GR
Landais, Y
[J]. TETRAHEDRON, 1996, 52 (22) : 7599 - 7662
[4] Sequential cyclization/silylation of enynes catalyzed by an organoyttrium complex
Molander, GA
Retsch, WH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (38) : 8817 - 8825
[5] Stereoselective synthesis of carbobicyclics via organoyttrium-catalyzed sequential cyclization/silylation reactions
Molander, GA
Nichols, PJ
Noll, BC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (07) : 2292 - 2306
[6] Sequential cyclization/silylation of dienynes catalyzed by an organoyttrium complex
Molander, GA
Retsch, WH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (16) : 5507 - 5516
[7] ORGANOYTTRIUM-CATALYZED SEQUENTIAL CYCLIZATION SILYLATION REACTIONS OF 1,5-DIENES AND 1,6-DIENES
MOLANDER, GA
NICHOLS, PJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (15) : 4415 - 4416
[8] Rhodium-mediated silylative cyclization of 1,6-heptadiynes
Muraoka, T
Matsuda, I
Itoh, K
[J]. TETRAHEDRON LETTERS, 1998, 39 (40) : 7325 - 7328
[9] Silylcarbocyclizations of 1,6-diynes
Ojima, I
Zhu, JW
Vidal, ES
Kass, DF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (27) : 6690 - 6697
[10] SILYLCARBOCYCLIZATION REACTIONS CATALYZED BY RH AND RH-CO COMPLEXES
OJIMA, I
DONOVAN, RJ
SHAY, WR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (16) : 6580 - 6582

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