Application of chiral N,N′-dialkyl-1,2-cyclohexanediamine derivatives in asymmetric copper(II)-catalyzed Henry reactions
作者:Zhao Chunhong、Fei Liu、Shaohua Gou
DOI:10.1016/j.tetasy.2013.12.017
日期:2014.2
A series of chiral N,N′-dialkyl-1,2-cyclohexanediamine derivatives were designed, synthesized, and applied as ligands in asymmetriccopper(II)-catalyzed Henryreactions. The catalysts based on such ligands and copper(II) acetate were found to promote asymmetricHenryreactions between aromatic/aliphatic aldehydes and nitromethane efficiently, and could provide the corresponding β-nitroalcohols in very
Synthesis of <i>C</i><sub>1</sub>-Symmetric Chiral Secondary Diamines and Their Applications in the Asymmetric Copper(II)-Catalyzed Henry (Nitroaldol) Reactions
作者:Yirong Zhou、Junfang Dong、Fanglin Zhang、Yuefa Gong
DOI:10.1021/jo102124d
日期:2011.1.21
A small library of C1-symmetric chiral diamines (L1−L9) was constructed via condensing exo-(−)-bornylamine or (+)-(1S,2S,5R)-menthylamine with various Cbz-protected amino acids. Among them, ligand L1/CuCl2·2H2O complex (2.5 mol %) shows outstanding catalytic efficiency for Henryreaction between a variety of aldehydes and nitroalkanes to afford the expected products in high yields (up to 98%) with
Enantioselective Henry reaction catalyzed by a copper(II) glucoBOX complex
作者:B.V. Subba Reddy、Jimil George
DOI:10.1016/j.tetasy.2011.06.012
日期:2011.6
A highlyenantioselectiveHenryreaction has been developed using a chiral copper(II)–glucoBOX complex. The catalytic system works well with a wide range of aromatic, aliphatic and heteroaromatic aldehydes to afford the corresponding nitroalkanols with high enantioselectivity (up to 99%) in excellent yields (up to 95%). The catalyst shows good enantioselectivity with 10 mol % of loading at easily attainable
Asymmetric Henry reactions catalyzed by metal complexes of chiral oxazoline based ligands
作者:A. Ebru Aydin、Seda Yuksekdanaci
DOI:10.1016/j.tetasy.2012.11.022
日期:2013.1
Chiral oxazolines have been synthesized from norephedrine and pyrrole nitrile or benzoyl chloride and applied to the catalytic asymmetricHenryreactions of p-nitro aldehydes with nitromethane to provide β-hydroxy nitroalkanols in high conversion (up to 92%). The reaction was then optimized in terms of the metal, solvent, temperature, and amount of chiralligand. The corresponding catalyst with Cu(OTf)2
Synthesis of novel thiophene-based chiral ligands and their application in asymmetric Henry reaction
作者:A. Ebru Aydin
DOI:10.1002/aoc.2969
日期:2013.5
Novelchiral thiolated amino alcohols were synthesized from norephedrine and thiophene carbaldehydes (methyl‐ or ethyl‐substituted) and applied to the catalytic asymmetricHenryreaction of various aldehydes with nitromethane to provide β‐hydroxy nitroalkanols in high conversion (92%). The reaction was optimized in terms of the metal, solvent, temperature and amount of chiralligand. The corresponding