Sequential approach demonstrates efficient asymmetric construction of tetrasubstituted carbon stereocenters using organocatalyzed and gold-catalyzed reactions.
Employing a sequential gold and organocatalytic system, we have achieved a one-pot double annulation of versatile 1,3-dicarbonyl compounds bearing a 3-butynoic acid moiety. This process proceeds through a gold-catalyzed 5-endo-dig cyclization, followed by a thiourea-catalyzed intramolecular vinylogous aldol reaction. By strategically employing desymmetrization and dynamic kinetic resolution, respectively, this methodology enables the efficient and asymmetric construction of a series of spiro-butenolide architectures incorporating contiguous tetrasubstituted carbon stereocenters.
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Zhi‐Hao You (2025) studied this question.
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