Chattopadhyay Shital Kumar, Ghosh Subhankar, Sil Suman
Department of Chemistry, University of Kalyani, Kalyani - 741235, West Bengal, India.
Beilstein J Org Chem. 2018 Dec 17;14:3070-3075. doi: 10.3762/bjoc.14.285. eCollection 2018.
An alternative synthesis of α,ß-unsaturated hydroxamates via cross metathesis between a class-I olefin and -benzyloxyacrylamide is reported. The reaction proceeds better in the presence of Grubbs' second generation catalyst within short time and in good yields (57-85%) with a range of substrates. Subsequent hydrogenation of each of the CM products delivers the title compounds in moderate to very good yield (70-89%). An important demonstration of the protocol is the preparation of the unusual amino acid component of the bioactive cyclic peptide Chap-31.
报道了一种通过I类烯烃与苄氧基丙烯酰胺之间的交叉复分解反应来合成α,β-不饱和异羟肟酸酯的方法。该反应在第二代格拉布催化剂存在下进行得更好，反应时间短，底物范围广，产率良好（57-85%）。随后对每种交叉复分解产物进行氢化反应，可中等至良好产率（70-89%）得到目标化合物。该方法的一个重要例证是制备生物活性环肽Chap-31中不寻常的氨基酸组分。
