Efficient Synthesis of Bi-butenolides Derivatives through Oxidative Dimeric Cyclizing-Coupling Reaction of 2,3-Allenoic Acids

作     者：MA Sheng-Ming YU Zhan-Qian 

作者机构：State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 

出 版 物：《有机化学》 (Chinese Journal of Organic Chemistry)

年 卷 期：2003年第23卷第Z1期

页      面：215-215页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：Project supported by the National Natural Science Foundation of China  the Major State Basic Research Development Program (No. G2000077500)  and Hong Kong Qiu Shi Foundation of Science and Technology (1999 ~ 2003) 

主　　题：oxidative cyclization organic synthesis functional groups single step 

摘      要： Allenes are three carbon functional groups possessing two perpendicular π-orbitals. Their unique reaction be havior is spread over three carbon atoms, which shows great potential in organic synthesis in terms of chirality transfer and diversity, as a result of the axial chirality as well as the substituent-loading capability. Recently, we devoted ourselves to establish a new area of oxidative cyclization-dimerization reactions between two functionalized allenes to give interesting bicyclic compounds in a single step. The formidable challenges are to match the reactivities of two allenes, and regenerate the catalyst, which would be reduced after reductive-elimination. In this paper we wish to disclose our recent studies on the synthesis of bi-butenolides from oxidative cyclization self-coupling reaction of 2,3 allenoic acids, in which a new system (PdCl2/RI/air) for regeneration of the palladium(Ⅱ) species was observed.……