دورية أكاديمية

Activating Pronucleophiles with High pKa Values: Chiral Organo‐Superbases.

التفاصيل البيبلوغرافية
العنوان: Activating Pronucleophiles with High pKa Values: Chiral Organo‐Superbases.
المؤلفون: Wang, Yu‐Hui1 (AUTHOR), Cao, Zhong‐Yan2 (AUTHOR), Li, Qing‐Hua1 (AUTHOR), Lin, Guo‐Qiang1 (AUTHOR), Zhou, Jian3 (AUTHOR) jzhou@chem.ecnu.edu.cn, Tian, Ping1 (AUTHOR) tianping@shutcm.edu.cn
المصدر: Angewandte Chemie International Edition. 5/18/2020, Vol. 59 Issue 21, p8004-8014. 11p.
مصطلحات موضوعية: *TERTIARY amines, *DERACEMIZATION, *PROTON transfer reactions, *GUANIDINES, *STEREOSELECTIVE reactions
مستخلص: Direct deprotonation represents an extremely simple, straightforward, and atom‐economic strategy to activate pronucleophiles bearing an acidic proton. However, the difficulty often arises in activating pronucleophiles with high pKa values by using conventional chiral tertiary amines. To overcome this challenge, a handful of novel chiral Brønsted superbases, including amidines, guanidines, cyclopropenimines, and iminophosphoranes, have been discovered in recent years. This minireview focuses on the application of these organo‐superbases in the catalytic asymmetric reactions of weakly acidic pronucleophiles, and highlights their comparison to the conventional tertiary amines, demonstrating the highly efficient deprotonation processes and stereoselectivity controlled conversions of the superbases. The advantage of these new superbases brings a great opportunity for developing more asymmetric transformations of weakly acidic pronucleophiles. [ABSTRACT FROM AUTHOR]
قاعدة البيانات: Academic Search Index
الوصف
تدمد:14337851
DOI:10.1002/anie.201913484