N-Alkylation of readily accessible Ellman’s sulfinamide derivatives has become a routine step in preparation of enantiopure amines. On the other hand, rarely exploited nucleophilic character of the S-atom in tert-butyl sulfinamides can be revealed in a serendipitously discovered intramolecular alkylation. High regio- and stereoselectivity of this transformation allows for facile...
New method for the synthesis of substituted indazoles and 2-aminoquinazolines has been studied and developed. Using invented technique, 2-formylphenylboronic acids can be converted to the target heterocycles in a mild conditions.
Enantiopure cyanohydrins are valuable building blocks in organic and medicinal chemistry [1]. Both functional groups of cyanohydrins (nitrile and hydroxy group) can be easily modified giving access to a variety of valuable organic compounds such as α‑amino acids, α‑hydroxy acids and aziridines.
Herein we present chiral Lewis base-catalyzed synthesis of enantioenriched cyanohydrins...
The octahydro-1H-2,4-methanoindene scaffold is present in various limonoid natural products, such as phragmalin, xyloccensins and others. Limonoid natural products exhibit a wide range of pharmacological properties, including anti-HIV, antibiotic, anti-cancer, anti-malarial, and anti-viral activities, therefore, are of high synthetic interest.
In this work, we explore a pathway for a...
Over the last decade, high-valent cobalt catalysis has earned a place in the spotlight as a valuable tool for C-H activation and functionalization. The use of cobalt (II) salt catalysts in combination with bidentate directing groups has been proven to be an effective strategy for various C-H bond transformations. Not only cobalt is less expensive alternative to third row noble metals, but also...
Alkylation and arylation on the purine ring usually proceeds almost selectively at N(9) position. While there are some simple pathways to introduce alkyl substituents at N(7) [1], the same is not true for introduction of aryl groups. The most commonly used Cu catalyzed Chan-Lam reaction [2] and arylation with iodanes [3] selectively give N(9) product. The few existing methods for purine N(7)...
