Carbanion-accelerated Claisen rearrangements

SE Denmark, MA Harmata

Index: Denmark, S. E.; Harmata, M. A. Journal of the American Chemical Society, 1982 , vol. 104, # 18 p. 4972 - 4974

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Citation Number: 67

Abstract

CN, C0, Et; Scheme I) were unsuccessful, most likely due to extensive delocalization of charge and the highly covalent nature of the anions. Thus we directed our efforts at inductively stabilized a-sulfonyl carbanions.'Further, to maximize charge on the X substituent, Scheme I, we changed to potassium salts, recalling the strong counterion dependence observed by Evans in the anionic oxy-Cope rearrar~ gement.~?~