The Tandem Claisen Rearrangement in Organic Synthesis

被引:3
|
作者
Zhang, Xueqin [1 ]
Huang, Gangliang [1 ]
Huang, Siqi [1 ]
机构
[1] Chongqing Normal Univ, Act Carbohydrate Res Ctr, Chongqing 401331, Peoples R China
关键词
Tandem Claisen rearrangement; variants; organic synthesis; reaction step; efficiency; application; CYCLIZATION/CLAISEN REARRANGEMENT; ALDER/CLAISEN REARRANGEMENT; CONSTRUCTION; METATHESIS; SEQUENCE; DESYMMETRIZATION; DESIGN; ROUTE; CORE;
D O I
10.2174/1385272821666170927162859
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Background: Claisen rearrangement is an important reaction, and some "variants" are brought out under the inspiration of Claisen reaction, e.g. Bellus-Claisen rearrangement, Eschenmoser-Claisen rearrangement, Ireland-Claisen rearrangement, and Johnson-Claisen rearrangement. Objective: The application of tandem Claisen rearrangement in organic synthesis was analyzed and discussed herein. Method: We chose some important synthetic studies utilizing the tandem Claisen rearrangement as the key transformation and concisely described and discussed their contents. Results: The tandem reaction could shorten the reaction steps and improve the reaction yield. Conclusion: So, the tandem Claisen rearrangement would greatly improve the efficiency of reaction.
引用
收藏
页码:2776 / 2782
页数:7
相关论文
共 50 条
  • [1] Synthesis of chiral crownophanes via tandem Claisen rearrangement
    Tokuhisa, H
    Nagawa, Y
    Uzawa, H
    Hiratani, K
    TETRAHEDRON LETTERS, 1999, 40 (45) : 8007 - 8010
  • [2] Synthesis of chiral crownophanes via tandem Claisen rearrangement.
    Tokuhisa, H
    Nagawa, Y
    Uzawa, H
    Hiratani, K
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 217 : U156 - U157
  • [3] Tandem Claisen rearrangement: Synthesis of novel functional phenol derivatives
    Hiratani, K
    Nagawa, Y
    Tokuhisa, H
    Koyama, E
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2003, 61 (02) : 111 - 122
  • [4] Application of Claisen Rearrangement and Olefin Metathesis in Organic Synthesis
    Kotha, Sambasivarao
    Meshram, Milind
    CHEMISTRY-AN ASIAN JOURNAL, 2018, 13 (14) : 1758 - 1766
  • [5] The tandem intermolecular hydroalkoxylation/claisen rearrangement
    Ketcham, John M.
    Biannic, Berenger
    Aponick, Aaron
    CHEMICAL COMMUNICATIONS, 2013, 49 (39) : 4157 - 4159
  • [6] A novel synthesis of bis(benzoxazole) derivatives via tandem Claisen rearrangement
    Koyama, E
    Yang, G
    Hiratani, K
    TETRAHEDRON LETTERS, 2000, 41 (42) : 8111 - 8116
  • [7] Biomimetic total synthesis of forbesione and desoxymorellin utilizing a tandem Claisen/Diels-Alder/Claisen rearrangement
    Tisdale, EJ
    Slobodov, I
    Theodorakis, EA
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2003, 1 (24) : 4418 - 4422
  • [8] CLAISEN REARRANGEMENT IN ORGANIC-SYNTHESIS - 1967 TO JANUARY 1977
    BENNETT, GB
    SYNTHESIS-STUTTGART, 1977, (09): : 589 - 606
  • [9] THE TANDEM CLAISEN-ENE REARRANGEMENT - A METHOD FOR THE STEREOCONTROLLED SYNTHESIS OF FUNCTIONALIZED CYCLOPENTANOIDS
    ZIEGLER, FE
    MENCEL, JJ
    TETRAHEDRON LETTERS, 1984, 25 (02) : 123 - 126
  • [10] TANDEM COPE-CLAISEN REARRANGEMENT IN THE SYNTHESIS OF STEROIDS - STORKS KETO ACID
    ZIEGLER, FE
    LIM, H
    JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (18): : 3278 - 3281