Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Flemingovo Náměstí 2, 16610 Prague 6, Czech Republic.
Chem Commun (Camb). 2019 Apr 7;55(27):3931-3934. doi: 10.1039/c9cc00945k. Epub 2019 Mar 15.
The first asymmetric total synthesis of a member of the asperparaline family was accomplished and the unknown absolute configuration of asperparaline C has been determined to be all-(S). The key steps of the synthesis are an oxidative radical cyclization, a selective reduction of one of the tertiary amides, a singlet oxygen Diels-Alder reaction and a reductive spirocyclization.
首次完成了 Asperparaline 家族成员的不对称全合成,并确定了 Asperparaline C 的未知绝对构型为全-(S)。合成的关键步骤包括氧化自由基环化、选择性还原一个叔酰胺、单重态氧 Diels-Alder 反应和还原螺环化。