Divergent synthesis of oxacyclophenylpropanoids from biomass-derived eugenol

被引：2
|
作者：
Li, Guohui [1 ]
Zhang, Qingqing [1 ]
Zhuang, Wenhao [1 ]
Cheng, Xi [1 ]
Jiang, Tao-Shan [1 ]
Cai, Yongping [1 ]
机构：
[1] Anhui Agr Univ, Sch Life Sci, Hefei 230036, Anhui, Peoples R China
来源：
TETRAHEDRON LETTERS | 2019年 / 60卷 / 22期
基金：
中国国家自然科学基金;
关键词：
Phenylpropanoids; DDQ; Palladium-catalyzed cyclization; RCM; RING-CLOSING METATHESIS; OXIDATIVE CYCLIZATION; COUMARIN DERIVATIVES; LIGNIN; BIOSYNTHESIS; CONSTITUENTS; EVOLUTION; ACCESS; TEA;
D O I：
10.1016/j.tetlet.2019.04.057
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A divergent synthesis of new oxacyclophenylpropanoids from the readily available and biomass-derived starting material eugenol is reported. The synthetic routes feature two important steps, including (i) DDQ-mediated selective oxidation of an allyl group and subsequent Claisen-rearrangement for the formation of key intermediates 1 and 11, and (ii) five-membered or six-membered ring formation via either palladium-catalyzed cyclization or ring-closing metathesis (RCM) strategies. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1501 / 1504
页数：4
相关论文
共 50 条
  • [31] Processing of biomass-derived feedstocks in a petroleum refinery: Catalytic cracking of biomass-derived feedstocks
    Huber, George W.
    Sauvanaud, Laurent
    O'Connor, Paul
    Corma, Avelino
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
  • [32] Nonenzymatic Sugar Production from Biomass Using Biomass-Derived γ-Valerolactone
    Luterbacher, Jeremy S.
    Rand, Jacqueline M.
    Alonso, David Martin
    Han, Jeehoon
    Youngquist, J. Tyler
    Maravelias, Christos T.
    Pfleger, Brian F.
    Dumesic, James A.
    SCIENCE, 2014, 343 (6168) : 277 - 280
  • [33] Biomass-Derived Porous Carbon Materials: Synthesis and Catalytic Applications
    De, Sudipta
    Balu, Alina Mariana
    van der Waal, Jan C.
    Luque, Rafael
    CHEMCATCHEM, 2015, 7 (11) : 1608 - 1629
  • [34] Production of synthesis gas by steam gasification of biomass-derived char
    Ying, H. (hy2478@163.com), 2013, Science Press (34):
  • [35] Thermodynamic analysis for methanol synthesis using biomass-derived syngas
    Adil, Anam
    Shivapuji, Anand M.
    Rao, Lakshminarayana
    BIOMASS CONVERSION AND BIOREFINERY, 2022, 12 (05) : 1819 - 1834
  • [36] For the Special Issue on "Waste and biomass-derived hydrogen synthesis and implementation"
    Vo, Dai-Viet N.
    Nanda, Sonil
    INTERNATIONAL JOURNAL OF HYDROGEN ENERGY, 2020, 45 (36) : 18089 - 18089
  • [37] Biomass-derived carbon dots: synthesis, modification and application in batteries
    Cai, Dongyang
    Zhong, Xue
    Xu, Laiqiang
    Xiong, Yu
    Deng, Wentao
    Zou, Guoqiang
    Hou, Hongshuai
    Ji, Xiaobo
    CHEMICAL SCIENCE, 2025, 16 (12) : 4937 - 4970
  • [38] Screening Synthesis Pathways for Biomass-Derived Sustainable Polymer Production
    Zhang, Dongda
    del Rio-Chanona, Ehecatl Antonio
    Shah, Nilay
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2017, 5 (05): : 4388 - 4398
  • [39] Thermodynamic analysis for methanol synthesis using biomass-derived syngas
    Anam Adil
    Anand M. Shivapuji
    Lakshminarayana Rao
    Biomass Conversion and Biorefinery, 2022, 12 : 1819 - 1834
  • [40] Hydrothermal synthesis of biomass-derived carbon nanodots: Characterization and applications
    Raveendran, P. T. Varsha
    Renuka, N. K.
    MATERIALS CHEMISTRY AND PHYSICS, 2022, 288
12345