Regio-and stereoselective nickel-catalyzed homoallylation of aldehydes with 1, 3-dienes

…, A Ezoe, M Mori, K Iwata, Y Tamaru

Index: Kimura, Masanari; Ezoe, Akihiro; Mori, Masahiko; Iwata, Keisuke; Tamaru, Yoshinao Journal of the American Chemical Society, 2006 , vol. 128, # 26 p. 8559 - 8568

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Citation Number: 87

Abstract

Ni (acac) 2 catalyzes homoallylation of aldehydes with 1, 3-dienes in the presence of triethylborane. Triethylborane serves as a reducing agent delivering a formal hydride to the C2 position of 1, 3-dienes, thus generating a formal homoallyl anion species and enabling the novel homoallylation of aldehydes. The reaction proceeds smoothly at room temperature in the absence of any phosphane or nitrogen ligands and is highly regioselective and ...