784206-51-5Relevant articles and documents
Heterogeneous asymmetric nitro-Mannich reaction using a bis(oxazoline) ligand grafted on mesoporous silica
Lee, Anna,Kim, Woosung,Lee, Jinwoo,Hyeon, Taeghwan,Kim, B. Moon
, p. 2595 - 2598 (2004)
A chiral bis(oxazoline) ligand was immobilized on mesoporous silica (SBA-15) and examined in an asymmetric heterogeneous nitro-Mannich reaction. Depending upon the size of the alkyl chain in the nitroalkane substrates, enantioselectivities comparable to and higher diastereoselectivities (syn/anti ratio) than those obtained from homogeneous reactions were observed. In the case of the long chain substituted nitroalkane substrate (nitrohexane), the best selectivities (diastereoselectivity: syn/anti = 98/2, and enantioselectivity: 93% and 82% ee's for syn- and anti-isomers, respectively), were observed. Recycling of the catalyst in subsequent reactions was carried out and gradually diminishing levels of both diastereo and enantioselectivities were observed after each recycle.