Organic letters

A new and practical five-carbon component for metal-catalyzed [5+ 2] cycloadditions: preparative scale syntheses of substituted cycloheptenones

PA Wender, AJ Dyckman, CO Husfeld…

Index: Wender, Paul A.; Dyckman, Alaric J.; Husfeld, Craig O.; Scanio, Marc J. C. Organic Letters, 2000 , vol. 2, # 11 p. 1609 - 1611

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Citation Number: 66

Abstract

Described herein is an efficient preparative scale synthesis of 1-(2-methyoxyethoxy)-1- vinylcyclopropane and the investigation of the utility of this reagent as a new five-carbon component in metal-catalyzed [5+ 2] cycloadditions. A new cycloaddition procedure is also described that proceeds up to 12-fold faster and with 10-fold less catalyst than previously described, providing cycloheptenones in many cases in minutes and in isolated yields of ...