Retro-Mannich reactions of 3-alkyl-3,4-dihydro-2H-1,3-benz[e]oxazines and the synthesis of axially chiral resorcinarenes

被引：16

作者：

Page, PCB ^{[1
]}

Heaney, H ^{[1
]}

McGrath, MJ ^{[1
]}

Sampler, EP ^{[1
]}

Wilkins, RF ^{[1
]}

机构：

[1] Univ Loughborough, Dept Chem, Loughborough LE11 3TU, Leics, England

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 14期

关键词：

heterocycles; aminol ethers; o-quinone methides; axially chiral resorcinarenes;

D O I：

10.1016/S0040-4039(03)00393-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Intermediates involved in the conversion of 3-alkyl-3,4-dihydro-2H-1,3-benz[e]oxazines into 2-N,N-dialkylaminomethylphenol derivatives, using morpholine and other high boiling secondary amines, have been identified and characterised. Additional experiments have established the involvement of o-quinone methide intermediates in the retro-Mannich reactions. Axially chiral resorcinarenes have been prepared by utilising the exchange reactions. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：2965 / 2970

页数：6

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