Stereoselective Synthesis of Spiro Tricyclic Polyoxygenated Compounds: Solvolytic Behavior of 1-(Tosyloxymethyl)spiro[2.4]hepta-4,6-diene

被引：3

作者：

Reynaud, Celine ^{[2
]}

Giorgi, Michel

Doucet, Henri ^{[1
]}

Santelli, Maurice ^{[2
]}

机构：

[1] Univ Rennes Catalyse & Organometall, CNRS, UMR 6226, Inst Sci Chim Rennes, F-35042 Rennes, France

[2] Fac Sci & Tech St Jerome, Associe CNRS, UMR 6264, Lab Chim Prov, F-13397 Marseille 20, France

来源：

SYNTHESIS-STUTTGART | 2011年 / 04期

关键词：

tricyclic compounds; Diels-Alder reaction; spiro compounds; stereoselective synthesis; DIELS-ALDER REACTIONS; (+/-)-SINULARENE; REARRANGEMENT; LIGAND;

D O I：

10.1055/s-0030-1258401

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Diels-Alder reaction of spirobicyclic cyclopentadiene derivatives, prepared by reaction of cyclopentadienyllithium and epichlorohydrin, with maleic anhydride gave a simple access to spiro tricyclic polyoxygenated compounds of synthetic interest. The solvolytic behavior of 1-(tosyloxymethyl)spiro[2.4]hepta-4,6-diene, a 5-spirocyclopentadiene, shows that the ionization of the tosylate was unlikely.

引用

页码：674 / 680

页数：7

共 29 条

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