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Xiaoming Wang, Dr. Zhaobin Han, Dr. Zheng Wang and Prof. Dr. Kuiling Ding Catalytic Asymmetric Synthesis of Aromatic Spiroketals by SpinPhox/Iridium(I)-Catalyzed Hydrogenation and Spiroketalization of α,α′-Bis(2-hydroxyarylidene) Ketones Angewandte Chemie International Edition 51

Article first published online: 14 DEC 2011 | DOI: 10.1002/anie.201106488

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From spiro to spiro: An iridium(I) complex with a spiral P,N ligand (SpinPhox) is highly efficient in the catalytic asymmetric hydrogenation of α,α′-bis(2-hydroxyarylidene) ketones to afford the corresponding aromatic spiroketals in high yields with excellent diastereo- and enantioselectivities (see scheme). The complex plays a dual role in the reaction, acting as catalyst for both the hydrogenation of C[DOUBLE BOND]C bonds and the subsequent spiroketalization of bisphenolic ketones.

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