手性膦催化的丙烯酸酯与苯并呋喃酮衍生烯烃的可调环加成反应，用于高区域、非对映和对映选择性合成螺苯并呋喃酮。
Chiral phosphine-catalyzed tunable cycloaddition reactions of allenoates with benzofuranone-derived olefins for a highly regio-, diastereo- and enantioselective synthesis of spiro-benzofuranones.
作者信息
Wang De, Wang Guo-Peng, Sun Yao-Liang, Zhu Shou-Fei, Wei Yin, Zhou Qi-Lin, Shi Min
机构信息
State Key Laboratory of Organometallic Chemistry , Shanghai Institute of Organic Chemistry , Chinese Academy of Sciences , 345 Lingling Road , Shanghai 200032 , P. R. China . Email:
State Key Laboratory and Institute of Element-Organic Chemistry , Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Nankai University , Tianjin 300071 , China . Email:
出版信息
Chem Sci. 2015 Dec 1;6(12):7319-7325. doi: 10.1039/c5sc03135d. Epub 2015 Sep 15.
The first regioselective catalytic asymmetric [3 + 2] cycloaddition of benzofuranone-derived olefins with allenoates and substituted allenoates has been developed in the presence of ()-SITCP, affording different functionalized 3-spirocyclopentene benzofuran-2-ones in good yields with high enantioselectivities under mild conditions. The substrate scope has also been examined. The regioselective outcomes for this phosphine-catalyzed [3 + 2] cycloaddition reaction can be rationalized using DFT calculations.
在()-SITCP存在下，首次实现了苯并呋喃酮衍生的烯烃与丙二烯酸酯和取代丙二烯酸酯的区域选择性催化不对称[3 + 2]环加成反应，在温和条件下以高对映选择性和良好的产率得到了不同官能化的3-螺环戊烯基苯并呋喃-2-酮。还考察了底物范围。该膦催化的[3 + 2]环加成反应的区域选择性结果可以通过密度泛函理论(DFT)计算进行合理解释。
Zotero 插件