PREPARATION OF DIMETHYL 7-OXOBICYCLO[2.2.1]HEPTANE-EXO-2,EXO-3-DICARBOXYLATE - AN EASY ROUTE TO FUNCTIONALIZED NORBORNANE DERIVATIVES AND CAGE COMPOUNDS

被引：7

作者：

CAMPS, P

MAULEON, D

MINGUILLON, C

PARCERISA, X

PEREZ, F

机构：

[1] Laboratorio de Quimica Farmacéutica, Facultad de Farmacia, Universidad de Barcelona, Barcelona, E-08028, Av. Diagonal s/n

来源：

CHEMISCHE BERICHTE-RECUEIL | 1990年 / 123卷 / 08期

关键词：

Bicyclo[2.2.1]heptanes; Cage compounds; Norbornanes; Ozonization; Tricyclo[5.2.1.0[!sup]2,6[!/sup]]decanes;

D O I：

10.1002/cber.19901230822

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A four‐step preparation of dimethyl 7‐oxobicyclo[2.2.1]‐heptane‐exo‐2, exo‐3‐dicarboxylate (4) in satisfactory yield from the readily available 6,6‐dimethylfulvene and maleic anhydride is described. Compound 4 represents a well‐functionalized intermediate for the synthesis of norbornane derivatives which is used for an improved synthesis of the tricyclic diester 7, precursor of the cage compound 8. An alternative approach to diester 7 from dimethyl 7‐isopropylidenebicyclo[2.2.1]heptane‐exo‐2, exo‐3‐dicarboxylate (2) is also discussed. Copyright © 1990 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim

引用

页码：1715 / 1718

页数：4

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