Efficient syntheses of four stable-isotope labeled (1 R)-menthyl (1 S, 2 S)-(+)-2-phenylcyclopropanecarboxylates

…, HR Chobanian, KL Conkrite, R Shukla…

Index: Keliher, Edmund J.; Burrell, Richard C.; Chobanian, Harry R.; Conkrite, Karina L.; Shukla, Rajesh; Baldwin, John E. Organic and Biomolecular Chemistry, 2006 , vol. 4, # 14 p. 2777 - 2784

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Citation Number: 8

Abstract

Many carbenoid cyclopropanation reactions promoted by chiral catalysts give product mixtures reflecting impressive diastereo-and enantioselectivities. Few provide a single chiral product efficiently. This limitation has been overcome in cyclopropanations of styrene and isotopically labeled styrenes with α-diazoacetates. Convenient syntheses on a 20 g scale of each of four chiral isotopically labeled (1R)-menthyl (1S, 2S)-2- ...

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