Novel and facile selective reduction of carboxylic acid with a samarium diiodide-lanthanide triflate-methanol-base system

被引：16

作者：

Kamochi, Y ^{[1
]}

Kudo, T ^{[1
]}

机构：

[1] Daiichi Coll Pharmaceut Sci, Minami Ku, Fukuoka 815, Japan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 03期

关键词：

selective reduction; samarium diiodide; lanthanide triflates; carboxylic acids; aldehydes; additives;

D O I：

10.1016/S0040-4039(99)02051-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The facile selective reduction of carboxylic acids in the presence of an aldehyde or that bearing a formyl group proceeded smoothly with a samarium diiodide-lanthanide triflate-methanol-base system at room temperature to give the corresponding alcohols in good to almost quantitative yield. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：341 / 344

页数：4

共 13 条

[1]

FUKUZAWA S, 1995, SYNLETT, P1077

[2] LANTHANOIDS IN ORGANIC-SYNTHESIS .4. SELECTIVE KETALIZATION AND REDUCTION OF CARBONYL GROUPS [J].

GEMAL, AL ;

LUCHE, JL .

JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (23) :4187-4189

[3] LANTHANOIDS IN ORGANIC SYNTHESES .7. SELECTIVE REDUCTIONS OF CARBONYL GROUPS IN AQUEOUS ETHANOL SOLUTION [J].

GEMAL, AL ;

LUCHE, JL .

TETRAHEDRON LETTERS, 1981, 22 (41) :4077-4080

[4] REDUCTIONS OF CARBOXYLIC-ACIDS AND THEIR DERIVATIVES USING SAMARIUM DIIODIDE-ACID SYSTEM [J].

KAMOCHI, Y ;

KUDO, T .

TETRAHEDRON, 1992, 48 (21) :4301-4312

[5] REDUCTION USING SAMARIUM DIIODIDE-BASE SYSTEM [J].

KAMOCHI, Y ;

KUDO, T .

TETRAHEDRON LETTERS, 1991, 32 (29) :3511-3514

[6] NOVEL REDUCTION OF CARBOXYLIC-ACIDS WITH SAMARIUM DIIODIDE [J].

KAMOCHI, Y ;

KUDO, T .

CHEMISTRY LETTERS, 1991, (05) :893-896

[7]

KAMOCHI Y, 1994, REV HETEROATOM CHEM, V11, P165

[8]

KAMOCHI Y, 1994, J SYN ORG CHEM JPN, V52, P45

[9] THE ALDOL REACTION OF SILYL ENOL ETHERS WITH ALDEHYDES IN AQUEOUS-MEDIA [J].

KOBAYASHI, S ;

HACHIYA, I .

TETRAHEDRON LETTERS, 1992, 33 (12) :1625-1628

[10] LANTHANIDE TRIFLUOROMETHANESULFONATES AS STABLE LEWIS-ACIDS IN AQUEOUS-MEDIA - YB(OTF)3 CATALYZED HYDROXYMETHYLATION REACTION OF SILYL ENOL ETHERS WITH COMMERCIAL FORMALDEHYDE SOLUTION [J].

KOBAYASHI, S .

CHEMISTRY LETTERS, 1991, (12) :2187-2190

← 1 2 →