The catalytic asymmetric addition of alkyl- and aryl-zinc reagents to an isoxazole aldehyde

Tetrahedron Lett. 2008 Oct 6;49(41):5957-5960. doi: 10.1016/j.tetlet.2008.07.169.

Abstract

Nucleophilic addition of alkyl- and aryl zinc reagents to a C(4) functionalized isoxazolyl aldehyde proceeded effectively with high enantioselectivity (85-94% e.e.). The amino alcohol catalyst (S)-2-piperidinyl-1,1,2-triphenyl ethanol (10) afforded the (R)-product 2b, as established by x-ray crystallography.