2-azabicyclo[2.2.1]hept-5-en-3-one epoxide:: A versatile intermediate for the synthesis of cyclopentyl carbocyclic 2-deoxy-, 3-deoxy- & ara-ribonucleoside analogues.

被引：24

作者：

Domínguez, BM ^{[1
]}

Cullis, PM ^{[1
]}

机构：

[1] Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(99)01113-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

5,6-Epoxy-exo-2-azabicyclo[2.2.1]heptan-3-one has been used as a versatile intermediate in the synthesis of 2-deoxy-, 3-deoxy- and ara- cyclopentyl carbocyclic nucleosides. An efficient, short synthesis of the (+) carbocyclic thymidine 13 is reported. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：5783 / 5786

页数：4

共 13 条

[11] PURINES, PYRIMIDINES, AND GLYOXALINES .7. NEW SYNTHESES OF 2-THIOURACILS AND 2-THIOTHYMINES [J].

SHAW, G ;

WARRENER, RN .

JOURNAL OF THE CHEMICAL SOCIETY, 1958, (JAN) :153-156

[12] ACID-CATALYZED CYCLIZATION OF ALKOXYACRYLOYLUREAS TO 2,4(1H,3H)PYRIMIDINEDIONES [J].

SHEALY, YF ;

ODELL, CA .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1976, 13 (05) :1041-1047

[13] DEVELOPMENT OF THE BIOCATALYTIC RESOLUTION OF 2-AZABICYCLO[2.2.1]HEPT-5-EN-3-ONE AS AN ENTRY TO SINGLE-ENANTIOMER CARBOCYCLIC NUCLEOSIDES [J].

TAYLOR, SJC ;

MCCAGUE, R ;

WISDOM, R ;

LEE, C ;

DICKSON, K ;

RUECROFT, G ;

OBRIEN, F ;

LITTLECHILD, J ;

BEVAN, J ;

ROBERTS, SM ;

EVANS, CT .

TETRAHEDRON-ASYMMETRY, 1993, 4 (06) :1117-1128

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