Exploring an alternative approach to the synthesis of arylalkyl and indolylmethyl glucosinolates

被引：38

作者：

Cassel, S

Casenave, B

Déléris, G

Latxague, L

Rollin, P

机构：

[1] Univ Orleans, Inst Chim Organ & Analyt, UPRES A 6005, F-45067 Orleans 2, France

[2] Univ Bordeaux 2, Chim Bioorgan Lab, F-33076 Bordeaux, France

来源：

TETRAHEDRON | 1998年 / 54卷 / 29期

关键词：

D O I：

10.1016/S0040-4020(98)00465-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new approach to the elaboration of hydroximoyl chlorides - key-compounds in the synthesis of glucosinolates - based on nitrovinyl intermediates was explored in the case of arylalkyl conjugates and their indolylmethyl counterparts. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：8515 / 8524

页数：10

相关论文

共 30 条

[1] Practical synthesis of sinigrin [J].

Abramski, W ;

Chmielewski, M .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 1996, 15 (01) :109-113

[2] REACTIONS NITROACETIC ACID WITH ALDEHYDES AND ENAMINES [J].

ARMAREGO, WL .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (06) :986-&

[3] SYNTHESIS OF THIOHYDROXIMATES - ADDITION OF THIOLS TO NITRILE OXIDES [J].

BENN, MH .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1964, 42 (11) :2393-&

[4] SYNTHESIS OF GLUCOSINALBIN AND GLUCOAUBRIETIN [J].

BENN, MH .

CANADIAN JOURNAL OF CHEMISTRY, 1965, 43 (01) :1-&

[5]

BJERG B, 1987, WORLD CROPS PRODUCTI, V13, P59

[6] 1ST SYNTHESIS OF ALPHA-GLUCOSINOLATES [J].

BLANCMUESSER, M ;

DRIGUEZ, H ;

JOSEPH, B ;

VIAUD, MC ;

ROLLIN, P .

TETRAHEDRON LETTERS, 1990, 31 (27) :3867-3868

[7] SYNTHESIS, STRUCTURE AND ANTI-FUNGAL ACTIVITY OF 3-(2'-NITROVINYL)INDOLES [J].

CANOIRA, L ;

RODRIGUEZ, JG ;

SUBIRATS, JB ;

ESCARIO, JA ;

JIMENEZ, I ;

MARTINEZFERNANDEZ, AR .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1989, 24 (01) :39-42

[8] Mechanism-based inhibition and stereochemistry of glucosinolate hydrolysis by myrosinase [J].

Cottaz, S ;

Henrissat, B ;

Driguez, H .

BIOCHEMISTRY, 1996, 35 (48) :15256-15259

[9] Synthesis of 2-deoxy-2-fluoro-glucotropaeolin, a thioglucosidase inhibitor [J].

Cottaz, S ;

Rollin, P ;

Driguez, H .

CARBOHYDRATE RESEARCH, 1997, 298 (1-2) :127-130

[10]

ELFAKIR C, 1992, HRC-J HIGH RES CHROM, V15, P392, DOI 10.1002/jhrc.1240150608