Organocatalytic asymmetric synthesis of benzothiazolopyrimidines <i>via</i> a [4 + 2] cycloaddition of azlactones with 2-benzothiazolimines
Chaoqi Ke, Zhenzhong Liu, Sai Ruan, Xiaoming Feng, Xiaohua Liu
Abstract
A chiral guanidine-catalyzed [4 + 2] cycloaddition of 2-benzothiazolimines with azlactones characterized by a high yield, ee, and dr and a broad substrate scope has been developed. Gram-scale synthesis and derivatization of the product revealed the potential of utility.
Topics & Concepts
ChemistryCycloadditionGuanidineYield (engineering)Substrate (aquarium)Enantioselective synthesisScope (computer science)Combinatorial chemistryDerivatizationOrganocatalysisOrganic chemistryCatalysisHigh-performance liquid chromatographyProgramming languageComputer scienceOceanographyMaterials scienceGeologyMetallurgySynthesis and Catalytic ReactionsAsymmetric Synthesis and CatalysisSynthesis and Reactions of Organic Compounds