Journal of the American Chemical Society

Cyclization of acetylenic alkyllithiums

WF Bailey, TV Ovaska

Index: Bailey, William F.; Ovaska, Timo V. Journal of the American Chemical Society, 1993 , vol. 115, # 8 p. 3080 - 3090

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Citation Number: 83

Abstract

Abstract: The scope and limitations of cyclization reactions involving acetylenic alkyllithiums, which were prepared at-78 OC by lithium-iodine exchange between the corresponding iodide and tert-butyllithium in a solution of n-pentanediethyl ether (3: 2 by volume), have been investigated. 4-Pentynyllithiums, 5-hexynyllithiums, and 6-heptynyllithiums bearing a phenyl or trimethylsilyl substituent on the triple bond undergo regiospecific exo-dig ...

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