Hypophosphite mediated carbon-carbon bond formation: a clean approach to radical methodology

被引：82

作者：

Graham, SR

Murphy, JA

Coates, D

机构：

[1] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland

[2] Merck Sharp & Dohme Ltd, Poole BH15 1TD, Dorset, England

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 12期

关键词：

D O I：

10.1016/S0040-4039(99)00117-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hypophosphorous acid (H3PO2) and its corresponding 1-ethylpiperidine salt have been used to mediate carbon-carbon bond forming radical reactions in both aqueous and organic media. The methods used avoid many of the problems associated with tributyltin hydride based methodology. (C) 1999 Elsevier Science Ltd. All rights reserved.

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页码：2415 / 2416

页数：2

相关论文

共 10 条

[1] HYPOPHOSPHOROUS ACID AND ITS SALTS - NEW REAGENTS FOR RADICAL CHAIN DEOXYGENATION, DEHALOGENATION AND DEAMINATION [J].

BARTON, DHR ;

JANG, DO ;

JASZBERENYI, JC .

TETRAHEDRON LETTERS, 1992, 33 (39) :5709-5712

[2]

CALDERON JMB, 1997, Patent No. 224970506

[3] TRIS(TRIMETHYLSILYL)SILANE - A NEW REDUCING AGENT [J].

CHATGILIALOGLU, C ;

GRILLER, D ;

LESAGE, M .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) :3641-3642

[4]

GRAHAM SR, Patent No. 981159718

[5] NEW METHODS FOR REDUCTIVE FREE-RADICAL CYCLIZATIONS OF ALPHA-BROMOACETALS TO 2-ALKOXYTETRAHYDROFURANS WITH ACTIVATED CHROMIUM(II)-ACETATE [J].

HACKMANN, C ;

SCHAFER, HJ .

TETRAHEDRON, 1993, 49 (21) :4559-4574

[6] An improved synthesis of a polymer-supported distannane and its application to radical formation [J].

Junggebauer, J ;

Neumann, WP .

TETRAHEDRON, 1997, 53 (04) :1301-1310

[7]

LIGHT J, 1995, ORG SYNTH, V72, P199

[8] Practical radical cyclisations leading to the construction of near-stereopure quaternary carbon stereogenic centres [J].

McCague, R ;

Pritchard, RG ;

Stoodley, RJ ;

Williamson, DS .

CHEMICAL COMMUNICATIONS, 1998, (24) :2691-2692

[9]

MOTHERWELL WB, 1992, FREE RADICAL CHAIN R

[10] REDUCTIONS AND RADICAL CYCLIZATIONS OF ARYL AND ALKYL BROMIDES MEDIATED BY NABH4 IN AQUEOUS BASE [J].

RAI, R ;

COLLUM, DB .

TETRAHEDRON LETTERS, 1994, 35 (34) :6221-6224