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Asymmetric Gold(I)-Catalyzed Prins-Type Cyclization for the Construction of Tricyclic Scaffolds.

Aurélien DupeuxEmilie GentiliniVéronique Michelet
Published in: The Journal of organic chemistry (2023)
Gold-catalyzed Prins-type cyclizations are interesting strategies for synthesizing complex molecules with excellent diastereoselectivity. We developed a novel and efficient system for such processes (13 examples, ≤89% yield) and reported the first enantioselective version of a gold-catalyzed Prins-type cyclization using a new chiral TADDOL-based Au(I) phosphonite complex. After crystallization, highly enantiomerically enriched products were obtained with >99% ee.
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