Laboratory of Organic Chemistry, Department of Chemistry, University of Athens, Panepistimiopolis, Athens, Greece.
Molecules. 2012 Dec 21;18(1):50-73. doi: 10.3390/molecules18010050.
A new class of optically active 2-pyrrolidinones was synthesized, starting from S-pyroglutamic acid, a well known natural chiral synthon. The synthetic design followed led to the insertion of various substituents at positions 1 and 5 of the 2-pyrrolidinone ring, including the imidazole moiety. Some of them possess two or three stereogenic centers, the configuration of which was retained under the mild conditions used. The new compounds also carry an imidazole moiety, which, along with the 2-pyrrolidinone template, may prove pivotal to several biological processes.
一类新型的光学活性 2-吡咯烷酮被合成，起始原料为 S-焦谷氨酸，这是一种众所周知的天然手性合成前体。合成设计的思路是在 2-吡咯烷酮环的 1 位和 5 位插入各种取代基，包括咪唑部分。其中一些化合物具有两个或三个手性中心，其构型在使用的温和条件下得以保留。这些新化合物还带有咪唑部分，这可能与 2-吡咯烷酮模板一起，对多种生物过程具有关键作用。
