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

[1] Solid support linker strategies [J].

Backes, BJ ;

Ellman, JA .

CURRENT OPINION IN CHEMICAL BIOLOGY, 1997, 1 (01) :86-93

[2] Development of a novel silyl ether linker for solid-phase organic synthesis [J].

Boehm, TL ;

Showalter, HDH .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (19) :6498-6499

[3] Parallel synthesis of tamoxifen and derivatives on solid support via resin capture [J].

Brown, SD ;

Armstrong, RW .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (21) :7076-7077

[4]

CHAN TH, 1995, J CHEM SOC CHEM COMM, P909

[5]

CHENERA B, 1995, J AM CHEM SOC, V117, P11999

[6]

CHENERA B, 1995, Patent No. 16712

[7] SELECTIVE ALCOHOLYSIS OF ORGANOSILANES CATALYZED BY RHODIUM COMPLEX [J].

CORRIU, RJP ;

MOREAU, JJE .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1976, 114 (02) :135-144

[8] BROMINATION AND LITHIATION - 2 IMPORTANT STEPS IN FUNCTIONALIZATION OF POLYSTYRENE RESINS [J].

FARRALL, MJ ;

FRECHET, JMJ .

JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (24) :3877-3882

[9] FLUORIDE-ION CATALYZED REDUCTION OF ALDEHYDES AND KETONES WITH HYDROSILANES - SYNTHETIC AND MECHANISTIC ASPECTS AND AN APPLICATION TO THE THREO-DIRECTED REDUCTION OF ALPHA-SUBSTITUTED ALKANONES [J].

FUJITA, M ;

HIYAMA, T .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (23) :5405-5415

[10]

Greene T. W., 1991, PROTECTIVE GROUPS OR, P68