News&Event

93. Synthetic Progress toward Azadirachtins. 2. Enantio- and Diastereoselective Synthesis of the Right-Wing Fragment of 11-epi-Azadirachtin I

Ceheng Tan, Wei Chen, Xinpeng Mu, Qi Chen, Jianxian Gong *, Tuoping Luo *, and Zhen Yang

Org. Lett., 2015, 17,  2338

A stereoselective three-component coupling reaction of allylzinc bromide, silyl glyoxylate, and a β-lactone has been developed. This has been successfully applied to the enantio- and diastereoselective synthesis of the fully functionalized furopyran moiety of azadirachtins.

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92. Synthetic Progress toward Azadirachtins. 1. Enantio- and Diastereoselective Synthesis of the Left-Wing Fragment of 11-epi-Azadirachtin I

Hang Shi, Ceheng Tan, Weibin Zhang, Zichun Zhang, Rong Long, Tuoping Luo *, and Zhen Yang *

Org. Lett., 2015, 17,  2342

A highly enantio- and diastereoselective synthesis of the left-wing fragment of 11-epi-azadirachtin I characterized with the pairwise use of palladium- and gold-catalyzed cascade reactions is presented. By enlisting a sequence of stereocontrolled transformations, our 21-step route established the stereocenters of the left-wing fragment from one chiral starting material, (−)-carvone, which would significantly facilitate the synthetic studies of the azadirachtin-type limonoids.

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Research Assistant Position Available

Our Group invites applications for Research Assistants. Applicants should have a Bachelor degree or above in organic chemistry or medicinal chemistry.

For more details, please see this link.

Congratulations to Prof. Yang on winning the first class prize of the Guangdong Science and Technology Award for 2014.

The Guangdong Science Innovation Conference was held by the Guangdong government in Shenzhen on  February 27th .  In the conference, the Guangdong Science and Technology Awards for 2014 were announced. Professor Yang, with his research in “the total synthesis of natural products with significant biological activities” won the first class prize of the Guangdong Science and Technology Award for 2014. After the award ceremony, Prof. Yang was interviewed by the Shenzhen TV.

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Prof. Yang took photo with Dr. Gong after he received the certificate of award

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After the ceremony, Prof. Yang was interviewed by the Shenzhen TV.

91.Palladium-Catalyzed Carbonylative Cyclization of Aryl Alkenes/Alkenols: A New Reaction Mode for the Synthesis of Electron-Rich Chromanes

Shuang Li, Fuzhuo Li, Jianxian Gong*, and Zhen Yang*

Org. Lett.201517, 1240

The Pd(II)-catalyzed intramolecular carbonylative cyclization reaction of aryl alkenes and aryl alkenols is reported for the synthesis of structurally diverse chromanes. PdCl2(CH3CN)2 was used as the catalyst and CuCl2 as the oxidant under the balloon pressure of CO. The reaction is conducted under mild conditions, and chromane-type esters and lactones can be generated in a highly regio- and stereoselective manner.

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