Synthesis of (E)-Nitro Olefins by Copper Mediated Addition-Elimination Reaction of Organometallics to 2-Nitro-1-phenylthiopropene
摘要:
The reaction of various organometallics with 2-nitro-1-phenylsulfonylpropene 2a and 2-nitro-1-phenylthiopropene 2b was investigated. While in the case of lithium and magnesium organyls the addition products 4 were formed, transmetallation with CuCN led exclusively to (E)-nitro olefins 3.
of α,β-disubstitutednitroalkenes with bifunctional organocatalyst has been developed. The expected adducts could be obtained in high yields with reasonable diastereo- and enantioselectivities. This process provides an easy access to synthetically useful chiral 1,2-aminothiol derivatives bearing two vicinal stereocenters. Importantly, current work represents the first example about the catalytic asymmetric