News&Event
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.
20.Synthesis of Functionalized Quinolines via Ugi and Pd-Catalyzed Intramolecular Arylation Reactions
Z. B. Ma, Z. Xiang, T. P. Luo, K. Lu, Z. Xu, J. H. Chen*, Z. Yang*
Two types of quinoline scaffolds were constructed in a combinatorial format via the Ugi four-component reaction (U-4CR) and Pd-catalyzed intramolecular arylation reaction. The scope of this two-step synthetic sequence was examined from commercially available and synthetically accessible starting materials.
19.Development of a Concise and Diversity-Oriented Approach for the Synthesis of Plecomacrolides via the Diene-Ene RCM
K. Lu, M. W. Huang, Z. Xiang, Y. Liu, J. H. Chen*, Z. Yang*
A concise synthesis of the core structures of plecomacrolide with ring sizes varying from 16 to 19 atoms was achieved for the first time by the diene−ene ring-closing olefin metathesis reaction. This approach should allow access to the structurally diverse analogues of plecomacrolide.
18.Application of RCM Reaction in the Construction of ABC Ring of Micrandilactone A
Y. D. Zhang, Y. F. Tang, T. P. Luo, J. Shen, J. H. Chen*, Z. Yang*
The functionalized ABC ring system of micrandilactone A was successfully constructed in 14 steps. The key reactions in this synthesis are the intermolecular Diels−Alder reaction (IMDA) and the eneyne ring-closing metathesis (RCM) reaction.
17.Thioureas as Ligands in the Pd-Catalyzed Intramolecular Pauson-Khand Reaction
Y. F. Tang, L. J. Deng, Y. D. Zhang, G. B. Dong, J. H. Chen*, Z. Yang*
The thiourea−Pd complex was established as a novel type of catalyst in the PKR of allylpropargylamine, and the demonstrated chemistry may prove to be valuable for developing thiuorea as a ligand for the Pd-catalyzed Pauson−Khand reaction.
