Copper Catalyzed SN’ Reactions of Aluminum Alkyls

Steffen Flemming; Jazid Kabbara; Klaus Nickisch; Jürgen Westermann; Jörg Mohr

doi:10.1055/s-1995-4884

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Synlett 1995; 1995(2): 183-185
DOI: 10.1055/s-1995-4884

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Copper Catalyzed S_N’ Reactions of Aluminum Alkyls

Steffen Flemming^* , Jazid Kabbara¹ , Klaus Nickisch¹ , Jürgen Westermann¹ , Jörg Mohr¹

^*Schering AG, Pharma Process Research, Müllerstrasse 178, D-13342 Berlin, Germany

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Publication Date:
31 December 2000 (online)

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A highly selective S_N’ reaction of allylic phosphates with various aluminum alkyls under CuCN catalysis is described. The addition of CuCN to aluminum alkyls (AlR₃) alters the regioselectivity of C-C bond formation in THF or ethyl acetate giving almost exclusively S_N’ products in high yields.

S_N’ Reaction - aluminum alkyls - copper catalysis - geranyl phosphate