351493-46-4Relevant academic research and scientific papers
Bronsted-acid-catalyzed activation of nitroalkanes: A direct enantioselective aza-henry reaction
Rueping, Magnus,Antonchick, Andrey P.
supporting information; experimental part, p. 1731 - 1734 (2009/04/12)
A direct asymmetric organocatalytic aza-Henry reaction has been developed in which a new bifuctlonal Bronsted-acid-catalyzed activation of nitroalkanes provides an efficient access to α,β-diamino acids with high dia- and enantioselectivities under mild and base-free reaction conditions.
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 (2007/10/03)
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.
Catalytic enantioselective addition of nitro compounds to imines - A simple approach for the synthesis of optically active β-nitro-α-amino esters
Nishiwaki, Nagatoshi,Knudsen, Kristian Rahbek,Gothelf, Kurt V.,Jrgensen, Karl Anker
, p. 2992 - 2995 (2007/10/03)
The catalytic and asymmetric nitro-Mannich reaction of nitro compounds to α-imino esters catalyzed by chiral bisoxazoline-copper complexes [Eq. (1); Pg = protecting group] gave β-nitro-α-amino esters with excellent diastereo- and enantioselectivities. The
