Publications
25.A One-Pot Synthesis of Quinoline-based Tetracycles by a Tandem Three-Component Reaction
C. Che, J. Xiang, G. X. Wang, R. Fathi, G. J. M. Quan, Z. Yang*
A practical one-pot synthetic strategy for the efficient synthesis of a range of structurally interesting and bioactive quinoline-based tetracycles has been developed. A key step in the synthesis is a tandem three-component reaction of heteroaromatic amine, methyl 2-formylbenzoate and tbutyl isonitrile, followed by TFA-mediated lactamization via intramolecular aminolysis of an adjacent ester. Results related to a kinase-panel screening for several selected compounds are also discussed in this article.
24.An Efficient One-Pot Asymmetric Synthesis of Biaryl Compounds via Diels-Alder/Retro-Diels-Alder Cascade Reactions
Y. X. Liu, K. Lu, M. J. Dai, K. Wang, W. Wu, J. H. Chen*, Z. Yang*
A single-step chirality transfer method for the synthesis of axially chiral biaryl compounds by construction of the second aromatic ring via a Diels−Alder/retro-Diels−Alder cascade reaction is reported. This methodology should find broad application in the synthesis of natural products and asymmetric catalysts.
*This publication was highlighted on http://www.organic-chemistry.org/Highlights/2007/08October.shtm
23.Efficient Synthesis of Maleimides and Carbazoles via Zn(OTf)2-Catalyzed Tandem Annulations of Isonitriles and Allenic Esters
Y. Z. Li, H. X. Zou, J. X. Gong, J. Xiang, T. P. Luo, J. M. Quan, G. X. Wang*, and Z. Yang*
Lewis acid Zn(OTf)2-catalyzed tandem annulations of isonitriles and allenic esters which lead to efficient and flexible syntheses of a range of biologically significant maleimides and carbazoles and related compounds are reported. A mechanistic rationale is proposed to account for the observed reactivity.
22.Mycophenolic Acid is a Potent Inhibitor of Angiogenesis
X. Wu, H. Zhong, J. Song, R. Damoiseaux, Z. Yang*, S. Lin*
Arterioscler Thromb Vasc Biol. 2006, 26, 2414.
Angiogenesis is necessary for the vascularization of a tumor, providing essential nourishment for tumor growth, and the progression and metastasis of cancer cells.
21.Synthetic Study of 1,3-Butadiene-Based IMDA Approach to Construct a [5-7-6] Tricyclic Core and Its Application to the Total Synthesis of C8-epi-Guanacastepene O
C. C. Li, C. H. Wang, B. Liang, X. H. Zhang, L. J. Deng, S. Liang, J. H. Chen*, Y. D. Wu*, Z. Yang*
J. Org. Chem., 2006, 71, 6892.
An efficient intramolecular Diels−Alder (IMDA) strategy for the construction of the [5−7−6] tricyclic core (18) of guanacastepenes has been developed from cis– and trans-1,3-butadiene-tethered 4-oxopent-2-ynoic acid ethyl esters 10 and 11. This method facilitates the synthesis of C8-epi-guanacastepene O (36) in a very efficient manner.
