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Updated: Jun 9, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Enantioselective Cascade Catalysis for the Construction of Tetrahydroquinolines
Yan Ren1, Ningyuan Li1, Song Liu2
1Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, People's Republic of China.
Abstract:
Secondary amines are widely used as robust catalysts for the enantioselective functionalization of aldehydes, yet they are rarely employed as Lewis bases or hydrogen-bonding catalysts for alkene activation. In this study, we present a decarboxylative [4 + 2] cycloaddition of vinyl benzoxazinanones with nitroolefins to construct tetrahydroquinolines through cascade catalysis. A single chiral morpholine catalyst sequentially functions as both a Lewis base and a hydrogen-bonding catalyst. These activation modes effectively drive the cascade process and control the stereochemistry.
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