Oppositional Diastereoselectivities due to Use of Different Organocopper Species

doi:10.1055/s-2007-968820

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Synfacts 2007(9): 0980-0980
DOI: 10.1055/s-2007-968820

Metal-Mediated Synthesis

Oppositional Diastereoselectivities due to Use of Different Organocopper Species

Contributor(s): Paul Knochel, Tobias Thaler
S. Simaan, I. Marek*
Technion - Israel Institute of Technology, Haifa, Israel

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Publication History

Publication Date:
23 August 2007 (online)

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Significance

Chiral cyclopropenylcarbinols, which are easily accessible via kinetic resolution based on Sharpless epoxidation, were reacted with Bu₂CuLi and BuMgBr and CuI. Completely opposed diastereoselectivities were hereby observed.