18942-90-0Relevant academic research and scientific papers
Enzymatic synthesis of optical pure β-nitroalcohols by combining d-aminoacylase-catalyzed nitroaldol reaction and immobilized lipase PS-catalyzed kinetic resolution
Xu, Fan,Wang, Junliang,Liu, Bokai,Wu, Qi,Lin, Xianfu
, p. 2359 - 2361 (2011/10/19)
An enzymatic method which combines d-aminoacylase catalyzed nitroaldol reaction and lipase PS-IM catalyzed acyl resolution reaction was constructed to obtain optically pure β-nitroalcohols in organic media under mild conditions. A series of β-nitroalcohols were synthesized and then resolved, with excellent ee values (>95%) and yields mostly, giving enantiomerically pure acetate and alcohol of the opposite configuration simultaneously.
Magnesium bromide catalysed acylation of alcohols
Pansare, Sunil V.,Malusare, Mahesh G.,Rai, Anand N.
, p. 2587 - 2592 (2007/10/03)
Magnesium bromide is an efficient catalyst for the acetylation and benzoylation of a variety of primary and secondary alcohols with the respective acid anhydrides at ambient temperature. Acetylation of tertiary alcohols requires subambient temperature to suppress competing dehydration. Coordinating solvents retard the acylation process.
Metal-directed Synthesis of Aminobenzyl Polyaza Macrocycles: Candidates for Attachment to Polymers and Biomolecules
Bayada, Anne,Lawrance, Geoffrey A.,Maeder, Marcel,O'Leary, Margaret A.
, p. 3107 - 3112 (2007/10/02)
Copper(II)-directed condensation between 4,7-diazadecane-1,10-diamine, formaldehyde and 1-nitro-3-(2-nitroethyl)benzene yielded the macrocyclic copper(II) ion.Reduction (Zn,HCl) gave the pendant-arm macrocycle 10-(3-aminobenzyl)-1,4,8,12-tetraazacyclopentadec-10-ylamine as the hydrochloride salt.Condensation reactions with 1-nitro-4-(2-nitroethyl)benzene and 2-phenylnitroethane were also successful.The capacity of the aminobenzyl C-pendant introduced by this facile chemistry for covalent attachment has been examined by attachment of 10-(3-aminobenzyl)-1,4,8,12-tetraazacyclopentadec-10-ylamine to the acidic cation-exchange resin CM Bio-Gel A and to horse heart cytochrome c, employing a water-soluble carbodiimide coupling agent at pH 5 to promote amide formation.The attachment was probed by copper(II) complexation to the bound macrocycle and subsequent spectroscopic or voltammetric analysis.
Inter- and Intramolecular Cycloadditions of Nitroalkenes with Olefins. 2-Nitrostyrenes
Denmark, Scott E.,Kesler, Brenda S.,Moon, Young-Choon
, p. 4912 - 4924 (2007/10/02)
Aromatic nitroalkenes 9 - 12 underwent Lewis acid catalyzed cycloadditions with various cyclic alkenes to afford high yields of nitronates 25 - 30 with exclusive anti selectivity.Hammett studies helped to further delineate the role of the Lewis acid.Reaction of nitroalkenes 8 and 10 with various cyclic dienes in the presence of a Lewis acid demonstrated the ability of nitroalkenes to behave as dienes in cycloadditions.The major products were the syn diastereomers which arise from an endo-folded transition structure.Finally, intramolecular cycloaddition of 36 - 39 allowed a correlation between the stereochemical course of the reaction and positions of sp2 centers in the tether to be addressed.
A Highly Chemoselective Reduction of Conjugated Nitro Olefins with Hantzsch Ester in the Presence of Silica Gel
FUJI, Masayuki
, p. 4029 - 4036 (2007/10/02)
An effective system to reduce conjugated nitro olefins into the corresponding nitroalkanes is described.The system composed Hantzsch ester (HEH) and silica gel in benzene exerts high yield and excellent chemoselectivity under almost neutral conditions.Facile applications of the system to the syntheses of natural products are also described.
