Protecting-group-free enantioselective tandem allylic substitution of o-phenylenediamines and o-aminophenols
Xuehua Kang, Chao Qian, He Yang, Ji‐Cheng Shi, Jérôme P. Claverie, Wenjun Tang
Abstract
A protecting-group-free enantioselective tandem allylic substitution of o-phenylenediamines and o-aminophenols is realized for the first time with a Pd-WingPhos catalyst, providing expedient access to a series of chiral vinyl-substituted heterocycles in excellent ee and yields under mild reaction conditions. The protocol is applied successfully to the synthesis of a cholesteryl ester transfer protein (CETP) inhibitor.
Topics & Concepts
Enantioselective synthesisAllylic rearrangementTandemChemistryProtecting groupCatalysisSubstitution (logic)Cascade reactionCombinatorial chemistryGroup (periodic table)Transfer agentOrganic chemistryMaterials scienceComputer scienceMonomerComposite materialProgramming languagePolymerAlkylSynthesis and Biological ActivityAsymmetric Synthesis and CatalysisChemical synthesis and alkaloids