Cyclopropanes. XXIII. An optically active cyclopropylsodium

JB Pierce, HM Walborsky

Index: Pierce,J.B.; Walborsky,H.M. Journal of Organic Chemistry, 1968 , vol. 33, p. 1962 - 1965

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Citation Number: 16

Abstract

Halogen-metal exchange between (-)-(R)-l-bromo-l-methyl-2, 2-diphenylcyclopropane and n- amylsodium yielded upon carbonation (+)-(R)-l-methyl-2, 2-diphenylcyclopropanecarboxylic acid (optical purity, 46%!,(+)-(S)-l-methyl-2, 2-diphenylcyclopropane (optical purity, 83%), and (-)-(R)-n-pentyl-l-methyl-2, 2-di-phenylcyclopropane (optical purity, 66%) with over-all retention of configuration. In an ancillary study to the determination of the absolute ...