Alkylative Carbocyclization of ω??Iodoalkynyl Tosylates with Alkynyllithium Compounds Through a Carbenoid??Chain Process Leading to (1??Iodoprop??2??ynylidene) …

…, D Imaoka, C Kitano, T Kusukawa

Index: Harada, Toshiro; Imaoka, Daisuke; Kitano, Chie; Kusukawa, Takahiro Chemistry - A European Journal, 2010 , vol. 16, # 30 p. 9164 - 9174

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Citation Number: 8

Abstract

Abstract Alkylative carbocyclization reactions of ω-iodoalkynyl tosylates with alkynyllithium compounds to give products with incorporated iodine atoms are described. Slow addition of 2-(3-iodoprop-2-ynyloxy) ethyl tosylates to 1-alkynyllithium compounds in tetrahydrofuran at 40 C followed by additional stirring at this temperature gives (Z)-3-(1-iodoprop-2-ynylidene) tetrahydrofurans stereoselectively in good to moderate yields. Under similar conditions at ...