Organocatalytic Asymmetric Synthesis of Benzothiazolopyrimidines via [4 + 2] Cyclization of 2-Benzothiazolimines and Aldehydes
Xueping Chen, Ke‐Qiang Hou, Feng Zhou, Albert S. C. Chan, Xiao‐Feng Xiong
Abstract
]benzothiazoles using a commercially available chiral amine catalyst. A variety of 2-benzothiazolimines and aldehydes were well tolerated under the reaction conditions and generated the corresponding products in 81-99% yields with excellent diastereoselectivities and enantioselectivities (up to >20:1 dr, 99% ee). Furthermore, the products could be easily converted to other useful chiral building blocks.
Topics & Concepts
ChemistryAmine gas treatingCatalysisEnantioselective synthesisCombinatorial chemistryOrganocatalysisOrganic chemistryReaction conditionsSynthesis and Catalytic ReactionsAsymmetric Synthesis and CatalysisAdvanced Synthetic Organic Chemistry