Observations on the reaction of nitronate anions with oxalyl chloride: a new method for the preparation of geminal chloronitroso compounds

被引：7

作者：

Bou-Moreno, Rafael ^{[1
]}

Luengo-Arratta, Sandra ^{[1
]}

Motherwell, William B. ^{[1
]}

机构：

[1] UCL, Dept Chem, London WC1H 0AJ, England

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 17期

关键词：

Chloronitroso; Hetero Diels-Alder; Oxalyl chloride; Nitronate anion; DIELS-ALDER REACTION; C-NITROSO COMPOUNDS; ASYMMETRIC-SYNTHESIS; TROPANE ALKALOIDS; HYDROXAMIC ACIDS; SYNTHETIC ROUTE; OXIDATION; OXIMES; CYCLOADDITIONS; MILD;

D O I：

10.1016/j.tetlet.2010.11.031

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：2097 / 2099

页数：3

共 48 条

[1] The nitroso ene reaction: A regioselective and stereoselective allylic nitrogen functionalization of mechanistic delight and synthetic potential [J].

Adam, W ;

Krebs, O .

CHEMICAL REVIEWS, 2003, 103 (10) :4131-4146

[2] SYNTHESIS OF POLYNITROCYCLOBUTANE DERIVATIVES [J].

ARCHIBALD, TG ;

GARVER, LC ;

BAUM, K ;

COHEN, MC .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (12) :2869-2873

[3] Total synthesis of (±)-haouamine A [J].

Baran, PS ;

Burns, NZ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (12) :3908-3909

[4] OXIME TO NITRO CONVERSION - SUPERIOR SYNTHESIS OF SECONDARY NITROPARAFFINS [J].

BARNES, MW ;

PATTERSON, JM .

JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (04) :733-735

[5] ASYMMETRIC-SYNTHESIS OF PRIMARY AMINES FROM ALKENES AND CHIRAL CHLORONITROSO SUGAR-DERIVATIVES [J].

BRAUN, H ;

FELBER, H ;

KRESSE, G ;

RITTER, A ;

SCHMIDTCHEN, FP ;

SCHNEIDER, A .

TETRAHEDRON, 1991, 47 (20-21) :3313-3328

[6] Intermolecular nitroso Diels-Alder cycloaddition of α-acetoxynitroso derivatives in aqueous medium [J].

Calvet, G ;

Guillot, R ;

Blanchard, N ;

Kouklovsky, C .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (24) :4395-4401

[7] Lewis acid-promoted hetero Diels-Alder cycloaddition of α-acetoxynitroso dienophiles [J].

Calvet, G ;

Dussaussois, M ;

Blanchard, N ;

Kouklovsky, C .

ORGANIC LETTERS, 2004, 6 (14) :2449-2451

[8]

Daineko VI, 2002, RUSS J ORG CHEM+, V38, P1431

[9]

Defoin A, 2000, SYNTHESIS-STUTTGART, P1719

[10] A PRODUCTIVE METHOD FOR PREPARATION OF GEMINAL CHLORONITROSO COMPOUNDS [J].

DIEKMANN, H ;

LUTTKE, W .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1968, 7 (05) :387-&

← 1 2 3 4 5 →