Schwartz Brett D, Smyth Aidan P, Nashar Philippe E, Gardiner Michael G, Malins Lara R
Research School of Chemistry, Australian National University, Canberra, ACT 2601, Australia.
Org Lett. 2022 Feb 18;24(6):1268-1273. doi: 10.1021/acs.orglett.1c04071. Epub 2022 Jan 11.
Acyl bicyclobutanes are shown to engage in strain-promoted cycloaddition reactions with a diverse array of triazolinedione reagents. The synthesis of an orthogonally protected urazole building block enabled the facile preparation of amino acid- and peptide-derived triazolinediones that undergo cycloaddition reactions to afford novel peptide conjugates. The additive-free and fully atom-economical nature of the transformation is a promising starting point for the generalization of this cycloaddition reaction for the functionalization of biomolecules.
酰基双环丁烷已被证明能与多种三唑啉二酮试剂发生应变促进的环加成反应。一种正交保护的脲唑结构单元的合成使得能够轻松制备氨基酸和肽衍生的三唑啉二酮，这些三唑啉二酮可进行环加成反应以得到新型肽缀合物。该转化无添加剂且完全原子经济的性质是将这种环加成反应推广用于生物分子功能化的一个有前景的起点。
