New simple syntheses of (E)-1-azido-(or thiocyanato)-alk-1-enes from alk-1-ynes by hydroboration

…, M Murata, M Ikeda, S Watanabe

Index: Masuda, Yuzuru; Murata, Miki; Ikeda, Minehito; Watanabe, Shinji Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 6 p. 1013 - 1014

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Abstract

Stereochemically pure (E)-1-azido-(or thiocyanato)-alk-1-enes have been synthesized in situ and in reasonable yields from alk-1-ynes upon hydroboration with disiamylborane followed by reactions with simple reagents; sodium azide (or potassium thiocyanate) and copper (II) nitrate trihydrate, in the presence of copper (II) acetate and a small amount of water, in polar aprotic solvents.

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