REGIOSELECTIVE AND DIASTEREOSELECTIVE CONDENSATION OF RESORCARENES WITH PRIMARY AMINES AND FORMALDEHYDE

被引：50

作者：

ARNECKE, R

BOHMER, V

FRIEBE, S

GEBAUER, S

KRAUSS, GJ

THONDORF, I

VOGT, W

机构：

[1] UNIV MAINZ,INST ORGAN CHEM,D-55099 MAINZ,GERMANY

[2] UNIV HALLE WITTENBERG,FACHBEREICH BIOCHEM BIOTECHNOL,D-06099 HALLE,GERMANY

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 35期

关键词：

D O I：

10.1016/0040-4039(95)01267-L

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Mannich reactions of resorcarenes 1 with chiral amines yield single diastereomeric tetrakis-(benzodihydro-1,3-oxazine) derivatives 2 in high yields (80-90%). Epimerisation of these products occurs in the presence of acid.

引用

页码：6221 / 6224

页数：4

共 6 条

[1]

Bohmer, Calixarene – Makrocyclen mit (fast) unbegrenzten Möglichkeiten, Angewandte Chemie, 107, pp. 785-818, (1995)

[2]

Calixarenes, Macrocycles with(Almost) Unlimited Possibilities, Angewandte Chemie International Edition in English, 34, pp. 713-745, (1995)

[3]

Matsushita, Matsui, Tetrahedron Lett., 34, pp. 7433-7435, (1993)

[4]

Leigh, Linnane, Pritchard, Jackson, Unusual host?guest ?-arene ? H bonding in a ?hooded? cavitand: the first solid-state structure of a calix[4]resorcinarene with underivatised hydroxy groups, Journal of the Chemical Society, Chemical Communications, pp. 389-390, (1994)

[5]

Schneider, Schneider, Synthese und Eigenschaften von Makrocyclen aus Resorcinen sowie von entsprechenden Derivaten und Wirt-Gast-Komplexen, Chemische Berichte, 127, pp. 2455-2469, (1994)

[6]

Arnecke, Bohmer, Paulus, Vogt, J. Am. Chem. Soc., 117, pp. 3286-3287, (1995)

← 1 →