First Total Synthesis of Pandamarine

被引:34
|
作者
Kalaitzakis, Dimitris [1 ]
Noutsias, Dimitris [1 ]
Vassilikogiannakis, Georgios [1 ]
机构
[1] Univ Crete, Dept Chem, Iraklion 71003, Crete, Greece
基金
欧洲研究理事会;
关键词
AUS SCHIZOZYGIA CAFFAEOIDES; ONE-POT SYNTHESIS; PANDANUS-AMARYLLIFOLIUS; SINGLET-OXYGEN; SIMPLE FURANS; INDOLE ALKALOIDS; HAPLOPHYTINE;
D O I
10.1021/acs.orglett.5b01693
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of pandamarine, an alkaloid isolated from Pandanus amaryllifolius is reported. The key step of this extremely short (six steps in total) and protecting group-free synthesis is a highly efficient cascade reaction sequence initiated by the photooxidation of an easily accessible, and symmetric difuran precursor.
引用
收藏
页码:3596 / 3599
页数:4
相关论文
共 50 条
  • [31] Enantioselective total synthesis of (+)-vincamine
    Xue, Fanglin
    Liu, Hengmao
    Wang, Rui
    Zhang, Dan
    Song, Hao
    Liu, Xiao-Yu
    Qin, Yong
    CHINESE CHEMICAL LETTERS, 2022, 33 (04) : 2044 - 2046
  • [32] Enantioselective Total Synthesis of (+)-Arboridinine
    Zhang, Zhen
    Xie, Sujun
    Cheng, Bin
    Zhai, Hongbin
    Li, Yun
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (17) : 7147 - 7154
  • [33] Total Synthesis of a Pyrroloindoloquinazoline Alkaloid
    Gahtory, Digvijay
    Chouhan, Mangilal
    Sharma, Ratnesh
    Nair, Vipin A.
    ORGANIC LETTERS, 2013, 15 (15) : 3942 - 3945
  • [34] A Convergent Total Synthesis of Balticolid
    Srilatha, Avuluri
    Yadav, Jhillu S.
    Reddy, Basi V. Subba
    NATURAL PRODUCT COMMUNICATIONS, 2017, 12 (04) : 587 - 594
  • [35] Concise total synthesis of (±)-serotobenine
    Liang, Kangjiang
    Wu, Ting
    Xia, Chengfeng
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (20) : 4690 - 4696
  • [36] Asymmetric Total Synthesis of (-)-Spirochensilide A
    Liang, Xin-Ting
    Chen, Jia-Hua
    Yang, Zhen
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (18) : 8116 - 8121
  • [37] Total synthesis of angustine and angustoline
    Peng, Xin
    Fu, Min
    Ou, Jingdan
    Cao, Ruidi
    Song, Hao
    Liu, Xiao-Yu
    Qin, Yong
    TETRAHEDRON LETTERS, 2020, 61 (15)
  • [38] An Enantioselective Total Synthesis of (-)-Isoschizogamine
    Xu, Zhengren
    Bao, Xu
    Wang, Qian
    Zhu, Jieping
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (49) : 14937 - 14940
  • [39] Total Synthesis of (±)-Lundurine B
    Hoshi, Masaki
    Kaneko, Osamu
    Nakajima, Masaya
    Arai, Shigeru
    Nishida, Atsushi
    ORGANIC LETTERS, 2014, 16 (03) : 768 - 771
  • [40] Total Synthesis of (+)-Haperforin G
    Zhang, Zhenyu
    Zhang, Wei
    Tang, Jun-Chen
    Che, Jin-Teng
    Zhang, Zhongchao
    Chen, Jia-Hua
    Yang, Zhen
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (15) : 10539 - 10554