Stereoselective coupling reaction of dimethylzinc and alkyne toward nickelacycles

Takamichi Mori; Toshiyuki Nakamura; Masanari Kimura

doi:10.1021/ol2005352

Stereoselective coupling reaction of dimethylzinc and alkyne toward nickelacycles

Org Lett. 2011 May 6;13(9):2266-9. doi: 10.1021/ol2005352. Epub 2011 Mar 30.

Authors

Takamichi Mori¹, Toshiyuki Nakamura, Masanari Kimura

Affiliation

¹ Graduate School of Science and Technology and Department of Applied Chemistry, Nagasaki University, 1-14 Bunkyo, Nagasaki 852-8521, Japan.

PMID: 21449555
DOI: 10.1021/ol2005352

Abstract

Ni catalyst promotes the three-component coupling reaction of vinyloxacyclopropane, alkyne, and dimethylzinc to provide 2,5-heptadienyl alcohol in high yields. Vinylcyclopropane also participates in a similar three-component coupling reaction to afford dimethyl (α-heptadienyl)malonate with excellent E-stereoselectivity.