Alcoholysis and carbonyl hydrosilylation reactions using a polymer-supported trialkylsilane

被引：33

作者：

Hu, YH ^{[1
]}

Porco, JA ^{[1
]}

机构：

[1] Argonaut Technol, San Carlos, CA 94070 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 18期

关键词：

D O I：

10.1016/S0040-4039(98)00413-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Polystyrene-diethylsilane (PS-DES) resin may be reacted with alcohols (alcoholysis) and carbonyl compounds (hydrosilylation) in 1-methyl-2-pyrrolidinone (NMP) using Wilkinson's catalyst (RhCl(PPh3)(3)) to afford the corresponding resin-bound silyl ethers. The silyl ethers formed were effectively cleaved using HF/pyridine solution in THF. Methoxytrimethylsilane was employed to scavenge excess HF from product solutions. (C) 1998 Elsevier Science Ltd. All rights reserved.

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页码：2711 / 2714

页数：4

相关论文

共 25 条

[11] Silicon directed ipso-substitution of polymer bound arylsilanes: Preparation of biaryls via the Suzuki cross-coupling reaction [J].

Han, YX ;

Walker, SD ;

Young, RN .

TETRAHEDRON LETTERS, 1996, 37 (16) :2703-2706

[12]

HU Y, UNPUB J ORG CHEM

[13] THE ALCOHOLYSIS OF HYDROSILANES [J].

LUKEVICS, E ;

DZINTARA, M .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 295 (03) :265-315

[14] New and efficient method for the preparation of medium-sized lactones from the corresponding omega-hydroxycarboxylic acids [J].

Mukaiyama, T ;

Izumi, J ;

Shiina, I .

CHEMISTRY LETTERS, 1997, (02) :187-188

[15] Synthesis of arylsilanes via palladium(0)-catalyzed silylation of aryl halides with hydrosilane [J].

Murata, M ;

Suzuki, K ;

Watanabe, S ;

Masuda, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (24) :8569-8571

[16] Simple silyl linker for the solid phase organic synthesis of aryl-containing molecules [J].

Newlander, KA ;

Chenera, B ;

Veber, DF ;

Yim, NCF ;

Moore, ML .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (20) :6726-6732

[17] HYDROSILANE-RHODIUM(I) COMPLEX COMBINATIONS AS SILYLATING AGENTS OF ALCOHOLS [J].

OJIMA, I ;

KOGURE, T ;

NIHONYAN.M ;

KONO, H ;

INABA, S .

CHEMISTRY LETTERS, 1973, (05) :501-504

[18] REDUCTION OF CARBONYL-COMPOUNDS VIA HYDROSILYLATION .1. HYDROSILYLATION OF CARBONYL-COMPOUNDS CATALYZED BY TRIS(TRIPHENYLPHOSPHINE)CHLORORHODIUM [J].

OJIMA, I ;

NIHONYANAGI, M ;

KOGURE, T ;

KUMAGAI, M ;

HORIUCHI, S ;

NAKATSUGAWA, K ;

NAGAI, Y .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 94 (03) :449-461

[19] Germanium and silicon linking strategies for traceless solid-phase synthesis [J].

Plunkett, MJ ;

Ellman, JA .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (09) :2885-2893

[20] A SILICON-BASED LINKER FOR TRACELESS SOLID-PHASE SYNTHESIS [J].

PLUNKETT, MJ ;

ELLMAN, JA .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (19) :6006-6007