Theoretical Insights into the Reaction Mechanism of Direct Hydrogenation of Maleic Anhydride to Produce 1,4-Butanediol on the Cu–ZnO Surface
Xinyue Guan, Yingzhe Yu, Minhua Zhang
Abstract
A practical chromatography-free synthesis of an N -formylated hydroxylamine peptide deformylase inhibitor LCD320 is described. A diastereoselective Michael reaction of (4 S )-3-[2-(cyclobutylmethyl)-1-oxo-2-propenyl]-4-(phenylmethyl)-2-oxazolidinone with O -benzyl hydroxylamine was used to establish the key stereogenic center. We found that traces of residual Li + from a previous step had a great impact on the diastereoselectivity of this reaction. A very efficient amidation coupling reaction of proline derivative (2 S,4 R )-4-fluoro-1,2-pyrrolidinedicarboxylic acid 1,1-dimethylethyl ester with weakly nucleophilic 3-pyridazinamine using methanesulfonyl chloride in the presence of 1-methylimidazole in DMF was also developed that proceeded without racemization.