Stabase-protected 2-chloroallylamine: a useful synthon for primary allylic amines via nickel-catalyzed cross-coupling

…, JR McCowan, JR McCarthy, ER Wagner

Index: Bargar, Thomas M.; McCowan, Jefferson R.; McCarthy, James R.; Wagner, Eugene R. Journal of Organic Chemistry, 1987 , vol. 52, # 4 p. 678 - 681

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Citation Number: 16

Abstract

el (I1) chloride (NiC12 (dppp)) 12 and treated with an ethereal solution of 2- thienylmagnesium bromide, 13 the desired substitution product was obtained in good yield (Scheme I). Deprotection of the product allylic amine 3 was accomplished simply by treatment of an ethereal solution with excess of ethanolic HC1. The product hydrochloride la precipitated in pure form in 78% yield based on 2. When the catalyst was omitted, only ...

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