News&Event

53.Organopalladium(IV) chemistry

L. M. Xu, B. J. Li, Z. Yang, Z. J. Shi*

Chem. Soc. Rev. 201039, 712.

Although the chemistry of Pd(0), Pd(I) and Pd(II) is well established, high oxidation state Pd(IV)complexes are less well-known. This situation has highly changed in recent years. Many well-defined Pd(IV) complexes has been isolated and characterized, providing evidence for a series of proposed Pd(II)/Pd(IV) catalytic reactions. A deep understanding of the behavior of Pd(IV)complexes could lead to the design and development of novel reactions that could not be accessed by traditional Pd(0)/Pd(II) chemistry. This critical review describes the stoichiometric reactions of Pd(IV) complexes and discusses their potential mechanism in catalytic reactions (137 references).

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52.Total Synthesis of (±)Maoecrystal V

J. X. Gong, G. Lin, W. Sun, C. C. Li*, Z. Yang*

J. Am. Chem. Soc. 2010132, 16745

• Top3 Most Accessed Article in J. Am. Chem. Soc. of 2010.

• Highlighted in Nature, December, 2010.

• Highlighted in Chemistry World, December, 2010.

• Highlighted in Synfacts, 2011, 3, 239 (“Synfact of the Month”).

• Highlighted in Org. Chem. Highlights, June, 2011.

A concise first total synthesis of (±) maoecrystal V (1) is reported. The synthesis features a Wessely oxidative dearomatization of a phenol, an intramolecular Diels−Alder reaction, and a Rh-catalyzed O−H bond insertion as key steps.

51.One-Pot Syntheses of Chromeno[3,4-c]pyrrole-3,4-diones via Ugi-4CR and Intramolecular Michael Addition

C. Che, S. Li, X. Jiiang, J. M. Quan, S. Lin, Z. Yang*

Org. Lett. 201012, 4682

One-pot and diastereoselective syntheses of diverse chromeno[3,4-c]pyrrole-3,4-diones from readily available starting materials were achieved via sequential Ugi-4CR and intramolecular Michael addition.

50.Asymmetric Total Synthesis of Caribenol A

L. Z. Liu, J. C. Han, G. Z. Yue, C. C. Li*, Z. Yang*

J. Am. Chem. Soc. 2010, 132, 13608

• Top5 Most Accessed Article in J. Am. Chem. Soc. of 2010.

• Highlighted in Nature Chemistry, September, 2010.

• Highlighted in Chin. J. Org. Chem., November, 2010.

• “Highlight syntheses” in Annu. Rep. Prog. Chem., Sect. B: Org. Chem., 2011.

• Highlighted in Org. Chem. Highlights, August, 2011.

A unified strategy toward the asymmetric total synthesis of carbenol A is reported, featuring intramolecular Diels−Alder (IMDA) and biomimetic oxidation reactions as key steps.

49.Benzo[e]isoindole-1,3-diones as Potential Inhibitors of Glycogen Synthase Kinase-3 (GSK-3). Synthesis, Kinase Inhibitory Activity, Zebrafish Phenotype, and Modeling of Binding Mode

H. X. Zou, L. Y. Zhou, Y. Z. Li, Y. Cui, H. B. Zhong, Z. Y. Pan, Z. Yang and J. M. Quan

J. Med. Chem.201053 ,  994

Benzo[e]isoindole-1,3-dione derivatives were synthesized, and the effects on GSK-3β activity and zebrafish embryo growth were evaluated. A series of derivatives show obvious inhibitory activity against GSK-3β. The most potent inhibitor, 7,8-dimethoxy-5-methylbenzo[e]isoindole-1,3-dione (8a), shows nanomolar IC50 and obvious phenotype on zebrafish embryo growth associated with the inhibition of GSK-3β at low micromolar concentration. The interaction mode between 8a and GSK-3β was characterized by computational modeling.