Ray Sumit K, Sadhu Milon M, Biswas Rayhan G, Unhale Rajshekhar A, Singh Vinod K
Department of Chemistry , Indian Institute of Science Education and Research Bhopal , Bhopal , MP - 462 066 , India.
Department of Chemistry , Indian Institute of Technology Kanpur , Kanpur , UP - 208 016 , India.
Org Lett. 2019 Jan 18;21(2):417-422. doi: 10.1021/acs.orglett.8b03597. Epub 2019 Jan 9.
Chiral Brønsted acid catalyzed enantioselective syntheses of isoindolinones and phthalides have been accomplished via tandem Mannich-lactamization and aldol-lactonization reactions, respectively. A variety of enantioenriched isoindolinones (up to 99% ee) and phthalides (up to 85% ee) containing α-diazoesters were afforded in excellent yields. Furthermore, a concise synthesis of ( S)-PD 172938 has been demonstrated by using this protocol.
手性布朗斯特酸分别通过串联曼尼希-内酰胺化反应和羟醛-内酯化反应实现了异吲哚啉酮和苯酞的对映选择性合成。得到了各种含有α-重氮酯的对映体富集的异吲哚啉酮(对映体过量高达99%)和苯酞(对映体过量高达85%),产率优异。此外,使用该方法已经证明了(S)-PD 172938的简洁合成。