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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 12
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Original Articles

Practical Preparation and Reactivity of Valuable Functionalized Cyclic α,α'-Ketodiesters

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Pages 2259-2269 | Received 21 Nov 1997, Published online: 02 Sep 2006
 

Abstract

A study including some aspect of the reactivity and the preparation of cyclic ketodiesters from the condensation of dimethyl 3-oxoglutarate 1 with various bishalomethyl derivatives 2—6 using K2CO3 in THF is described.

Notes

This limitation seems to be the consequence of the high sensitivity of 13, which suffered extensive degradation under the reaction conditions.

A detailled study of this anionic domino reaction is currently underway in our laboratory.

For previous preparation of 15 (yields from 24 to 60%), see ref. 6b.

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