Unsymmetrical ketone synthesis via a three-component connection reaction of organozincs, allylating agents, and carbon monoxide

…, K Fugami, S Tanaka, Y Tamaru

Index: Yasui, Kengo; Fugami, Keigo; Tanaka, Shuji; Tamaru, Yoshinao Journal of Organic Chemistry, 1995 , vol. 60, # 5 p. 1365 - 1380

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Citation Number: 68

Abstract

A wide variety of organozincs (diethylzinc, alkylzinc halides, and organozincs 2, 5, and 9a-e, functionalized with ester and nitrile groups) undergo a three-component connection reaction with carbon monoxide and allylic benzoates or phosphates la-h to furnish unsymmetrical ketones, eg, 3, 6, and 10, in good yields under 1 atm of carbon monoxide at ambient temperature by the catalysis of tetrakis (tripheny1phosphine) palladium in THF/HMPA. The ...