Volume 1, Issue 6, Pages (December 2016)

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Volume 1, Issue 6, Pages 830-857 (December 2016) Catalytic Asymmetric Dearomatization by Transition-Metal Catalysis: A Method for Transformations of Aromatic Compounds  Chao Zheng, Shu-Li You  Chem  Volume 1, Issue 6, Pages 830-857 (December 2016) DOI: 10.1016/j.chempr.2016.11.005 Copyright © 2016 Elsevier Inc. Terms and Conditions

Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 1 Pd-Catalyzed Allylic Dearomatization Reactions of Indoles Originally reported by the Tamaru group15 and the Trost group.16 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 2 Asymmetric Synthesis of Six-Membered-Ring Spiroindolenines Originally reported by the You group.20 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 3 Synthesis and Enantioselective Migration of Spiroindolenines Originally reported by the You group.24–27 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 4 Further Transformations Based on the Migration Reactivity Originally reported by the You group.28,29 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 5 Pd-Catalyzed Asymmetric Synthesis of Indole-Annulated Medium-Sized Rings Originally reported by the You group.30 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 6 Ir-Catalyzed Asymmetric Intermolecular Allylic Dearomatization of Indoles Originally reported by the You group.31,32 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 7 Pd-Catalyzed Asymmetric Allylic Dearomatization of Indoles Originally reported by the Yang group,33 the Du group,34 and the He and Liu group.35 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 8 Ir-Catalyzed Asymmetric Allylic Dearomatization of Pyrroles Originally reported by the You group.36,37 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 9 Pd-Catalyzed Asymmetric Intermolecular Allylic Dearomatization of Pyrroles Originally reported by the You group.38 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 10 Pd-Catalyzed Asymmetric Allylic Dearomatization of Phenols Originally reported by the Hamada group.40 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 11 Ir-Catalyzed Asymmetric Allylic Dearomatization of Phenols and 2-Naphthols Originally reported by the You group.42,43 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 12 Pd-Catalyzed Asymmetric Intermolecular Allylic Dearomatization of 2-Naphthols Originally reported by the You group.44 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 13 Ir-Catalyzed Asymmetric Allylic Dearomatization of Electron-Deficient Arenes Originally reported by the You group.45,46 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 14 Ir-Catalyzed Asymmetric N-allylation of 2-Hydroxypyridine Originally reported by the You group.47 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 15 Pd-Catalyzed Asymmetric dearomatization of Nitro-Substituted (Hetero)aromatics Originally reported by the Trost group.48 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 16 Au-Catalyzed Asymmetric Propargylic Dearomatization of Indoles Originally reported by the Bandini group.50 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 17 Cu-Catalyzed Asymmetric Propargylic Dearomatization of Indoles Originally reported by the Liu and You group.53 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 18 Chiral Phosphoric-Acid-Catalyzed Asymmetric Dearomatization of Indoles with Allenamides Originally reported by the Bandini group.56 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 19 Au-Catalyzed Asymmetric Dearomatization of Indoles with Allenamides Originally reported by the Bandini group.57,58 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 20 Pd-Catalyzed Dearomatization of Anilines via Cross-Coupling Originally reported by the Buchwald group62 and the Bedford group.63 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 21 Pd-Catalyzed Dearomatization of Phenols via Cross-Coupling Originally reported by the Buchwald group,64 the You group,65 and the Tang group.66 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 22 Pd-Catalyzed Dearomatization of Naphthols via Cross-Coupling Originally reported by the Luan group.67,68 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 23 Pd-Catalyzed Dearomatization of Indoles via Cross-Coupling Originally reported by the Bedford group,69 the You group,70 and the Jia group.72 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 24 Cu-Catalyzed Dearomatization of Indoles via Cross-Coupling with Iodonium Salts Originally reported by the MacMillan group,74 the Reisman group,75,76 and the You group.77 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 25 Rh-Catalyzed Asymmetric Dearomatization of 2-Naphthols Initiated with C–H Activation Originally reported by the You group.81 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 26 Asymmetric Oxidative Dearomatization of Tryptophol Originally reported by the Ōmura and Smith group.85 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 27 V-Catalyzed Asymmetric Oxidative Dearomatization of Indoles Originally reported by the Zhang and You group.87,88 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 28 Catalyzed Asymmetric Aminative Dearomatization of 2-Naphthols Originally reported by the You group,89 the Luan group,90 and the Feng group.91 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 29 Chiral Phosphoric-Acid-Catalyzed Asymmetric Aminative Dearomatization of Indoles Originally reported by the Antilla group93 and the Toste group.94 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 30 Rh- or Cu-Catalyzed Aminative Dearomatization of Indoles Originally reported by the Lai, Zhu, and Xie group96 and the Tang and You group.97 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

Scheme 31 Sc-Catalyzed Asymmetric Brominative Dearomatization of Benzofurans Originally reported by the Shi group.99 Chem 2016 1, 830-857DOI: (10.1016/j.chempr.2016.11.005) Copyright © 2016 Elsevier Inc. Terms and Conditions

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