Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (8): 2196-2202.DOI: 10.6023/cjoc201901040 Previous Articles     Next Articles

Special Issue: 陈茹玉先生诞辰100周年

Articles

有机磷催化γ-甲基联烯酸酯[3+2]环化反应

马蓉, 宋格格, 奚秋贞, 杨柳, 李二庆, 段征   

  1. 郑州大学化学与分子工程学院 国际磷化学实验室 河南省有机磷功能分子国际联合实验室 郑州 450001
  • 收稿日期:2019-01-25 修回日期:2019-03-22 出版日期:2019-08-25 发布日期:2019-04-09
  • 通讯作者: 李二庆, 段征 E-mail:lierqing@zzu.edu.cn;duanzheng@zzu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21702189,21672193,21272218)、中国博士后基金会(Nos.2017M610458,2018T110737)和河南省博士后科研(No.001701006)资助项目.

Phosphine-Catalyzed[3+2] Annulations with γ-Methyl Allenoates

Ma Rong, Song Gege, Xi Qiuzhen, Yang Liu, Li Er-Qing, Duan Zheng   

  1. International Phosphorus Laboratory, International Joint Research Laboratory for Functional Organophosphorus Materials of Henan Province, College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001
  • Received:2019-01-25 Revised:2019-03-22 Online:2019-08-25 Published:2019-04-09
  • Contact: 10.6023/cjoc201901040 E-mail:lierqing@zzu.edu.cn;duanzheng@zzu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21702189, 21672193, 21272218), the China Postdoctoral Science Foundation (Nos. 2017M610458, 2018T110737) and the Postdoctoral Research Grant in Henan Province (No. 001701006).

The phosphine-catalyzed[3+2] annulation of γ-methyl allenoates with 2-arylidene-1H-indene-1,3(2H)-diones is reported. In the reaction, a series of highly functionalized spiro[4.4]dec-6-ene skeletons were obtained in moderate to good yields and high diastereoselectivities. It should be noted that the perfect α-regioselective annulation adducts were obtained with simple PPh3 catalyst.

Key words: phosphine-catalyzed, γ-methyl allenoates, [3+2]annulation