Natural product total synthesis using rearrangement reactions

被引:17
|
作者
Chen, Lu [1 ,3 ]
Li, Guang [2 ]
Zu, Liansuo [3 ]
机构
[1] Fujian Agr & Forestry Univ, Coll Plant Protect, Key Lab Biopesticide & Chem Biol, Minist Educ, Fuzhou 350002, Fujian, Peoples R China
[2] Peking Union Med Coll & Chinese Acad Med Sci, Inst Mat Med, State Key Lab Bioact Subst & Funct Nat Med, Beijing 100050, Peoples R China
[3] Tsinghua Univ, Sch Pharmaceut Sci, Beijing 100084, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2022年 / 9卷 / 19期
基金
中国国家自然科学基金;
关键词
ENANTIOSELECTIVE TOTAL SYNTHESES; SKELETAL REARRANGEMENTS; AKUAMMILINE ALKALOIDS; COLLECTIVE SYNTHESES; A-C; DISCOVERY;
D O I
10.1039/d2qo01040b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Total synthesis of natural products has been an important pursuit in chemical synthesis due to their fascinating structural complexity and/or interesting biological activities. In most synthetic designs, the rapid construction of the core skeletons, the precise control of stereochemistry, and the identification of suitable synthons are key concerns, which, to a large extent, account for the overall synthetic efficiency. This review will highlight how rearrangement reactions can contribute in addressing these three concerns, thus simplifying the total synthesis campaigns.
引用
收藏
页码:5383 / 5394
页数:12
相关论文
共 50 条
  • [21] Domino Reactions for the Synthesis of Anthrapyran-2-ones and the Total Synthesis of the Natural Product (±)-BE-26554A
    Rixson, James E.
    Skelton, Brian W.
    Koutsantonis, George A.
    Gericke, Kersten M.
    Stewart, Scott G.
    ORGANIC LETTERS, 2013, 15 (18) : 4834 - 4837
  • [22] Synthetic applications (total synthesis and natural product synthesis)
    Tohma, H
    Kita, Y
    HYPERVALENT IODINE CHEMISTRY: MODERN DEVELOPMENTS IN ORGANIC SYNTHESIS, 2003, 224 : 209 - 248
  • [23] Metathesis Reactions in Natural Product Fragments and Total Syntheses
    Ahmed, Waqar
    Jayant, Vikrant
    Alvi, Shakeel
    Ahmed, Nadeem
    Ahmed, Azeem
    Ali, Rashid
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (04)
  • [24] Enantioselective Total Synthesis of (-)-Hamigeran F and Its Rearrangement Product
    Xiong, Ying
    Chen, Yong-Hong
    Li, Tao
    Xie, Jian-Hua
    Zhou, Qi-Lin
    ORGANIC LETTERS, 2022, 24 (28) : 5161 - 5165
  • [25] Concise total synthesis of hericerin natural product
    Gomez-Prado, Raul A.
    Miranda, Luis D.
    TETRAHEDRON LETTERS, 2013, 54 (17) : 2131 - 2132
  • [26] The first total synthesis of the natural product angoluvarin
    Nutaitis, Charles F.
    TETRAHEDRON LETTERS, 2010, 51 (41) : 5497 - 5499
  • [27] Asymmetric total synthesis of the natural product avrainvilleol
    Wegener, Aaron
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
  • [28] Divergent strategy in natural product total synthesis
    Shimokawa, Jun
    TETRAHEDRON LETTERS, 2014, 55 (45) : 6156 - 6162
  • [29] Divergent Strategy in Natural Product Total Synthesis
    Li, Lei
    Chen, Zhuang
    Zhang, Xiwu
    Jia, Yanxing
    CHEMICAL REVIEWS, 2018, 118 (07) : 3752 - 3832
  • [30] Total synthesis of the marine natural product (-)-clavosolide A
    Barry, Conor S.
    Elsworth, Jon D.
    Seden, Peter T.
    Bushby, Nick
    Harding, John R.
    Alder, Roger W.
    Willis, Christine L.
    ORGANIC LETTERS, 2006, 8 (15) : 3319 - 3322