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<scp>Ming‐Phos</scp>/Gold(I)‐Catalyzed Stereodivergent Synthesis of Highly Substituted Furo[3,4‐<i>d</i>][1,2]oxazines<sup>†</sup>

Lujia Zhou, Bing Xu, Danting Ji, Zhan‐Ming Zhang, Junliang Zhang

2020Chinese Journal of Chemistry31 citationsDOI

Abstract

Summary of main observation and conclusion A gold(I)‐catalyzed asymmetric intermolecular tandem [3+3]‐cyclization reaction of 2‐(1‐alkynyl)‐2‐ alken‐1‐ones with nitrones has been developed by using Ming‐Phos as a chiral ligand. This method enables access to the stereodivergent synthesis of highly substituted furo[3,4‐ d ][1,2]oxazines in excellent efficiency and stereoselectivity (up to 99% yield, 99% ee , &gt;20 : 1 dr).

Topics & Concepts

ChemistryOxazinesStereoselectivityYield (engineering)TandemCatalysisCombinatorial chemistryLigand (biochemistry)PhosStereochemistryOrganic chemistryReceptorComposite materialBiochemistryMaterials scienceMetallurgyCatalytic Alkyne ReactionsCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms
<scp>Ming‐Phos</scp>/Gold(I)‐Catalyzed Stereodivergent Synthesis of Highly Substituted Furo[3,4‐<i>d</i>][1,2]oxazines<sup>†</sup> | Litcius