Allylmalonate as an Activator Subunit for the Initiation of Relay Ring-Closing Metathesis Reactions

被引:8
|
作者
Hoye, Thomas R. [1 ]
Jeon, Junha [1 ]
Tennakoon, Manomi A. [1 ]
机构
[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA
基金
美国国家卫生研究院;
关键词
cyclization; metathesis; reaction mechanisms; ruthenium; CATALYSTS; EFFICIENT; INSIGHTS; STRATEGY; ANALOG;
D O I
10.1002/anie.201005044
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Passing the baton: The relay ring-closing metathesis (RRCM) reaction of complex polyenes 1 has been studied. Several relay subunits (T) were examined and many did not sufficiently activate the RRCM. An allylmalonate-containing relay subunit solved this problem, and efficiently lead to the diene 2. TIPS=triisopropylsilyl. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:2141 / 2143
页数:3
相关论文
共 50 条
  • [31] Tandem ring-closing metathesis/isomerization reactions for the total synthesis of violacein
    Petersen, Mette T.
    Nielsen, Thomas E.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245
  • [32] Ring-closing olefin metathesis reactions;: synthesis of iso-β-bisabolol
    Mörgenthaler, JM
    Spitzner, D
    TETRAHEDRON LETTERS, 2004, 45 (06) : 1171 - 1172
  • [33] Ring-Closing Metathesis Reactions: Interpretation of Conversion-Time Data
    Thiel, Vasco
    Wannowius, Klaus-Juergen
    Wolff, Christiane
    Thiele, Christina M.
    Plenio, Herbert
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (48) : 16403 - 16414
  • [34] Synthesis of new bicyclic lactam peptidomimetics by ring-closing metathesis reactions
    Colombo, L
    Di Giacomo, M
    Vinci, V
    Colombo, M
    Manzoni, L
    Scolastico, C
    TETRAHEDRON, 2003, 59 (25) : 4501 - 4513
  • [35] The Tetrafluoroethylene-Mediated Ring-Closing Metathesis: Enabling Unfavored Reactions
    Akiyama, Midori
    Amabe, Yuki
    Sugiyama, Masafumi
    Sugiyama, Kanami
    Gatzenmeier, Tim
    Okazoe, Takashi
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2024, 146 (47) : 32550 - 32557
  • [36] Tandem Ring-Closing Metathesis/Isomerization Reactions for the Total Synthesis of Violacein
    Petersen, Mette T.
    Nielsen, Thomas E.
    ORGANIC LETTERS, 2013, 15 (08) : 1986 - 1989
  • [37] Vanadium Imido NHC Complexes for Ring-Closing Olefin Metathesis Reactions
    Tejeda, Gabriela
    Belov, Dmitry S.
    Fenoll, Didac A.
    Rue, Kelly L.
    Tsay, Charlene
    Solans-Monfort, Xavier
    Bukhryakov, Konstantin, V
    ORGANOMETALLICS, 2022, 41 (04) : 361 - 365
  • [38] A new approach to inducing silicon tethered ring-closing metathesis reactions
    Yang, HL
    Vaultier, M
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2002, 18 (04) : 414 - 418
  • [39] Relay ring-closing metathesis (RRCM): A strategy for directing metal movement throughout olefin metathesis sequences
    Hoye, TR
    Jeffrey, CS
    Tennakoon, MA
    Wang, JZ
    Zhao, HY
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (33) : 10210 - 10211
  • [40] Ring-closing metathesis and ring-closing metathesis-isomerisation approach to 1-phosphonylated 2-benzazocines
    Dieltiens, Nicolai
    Stevens, Christian V.
    Masschelein, Kurt
    Hennebel, Geert
    Van der Jeught, Sarah
    TETRAHEDRON, 2008, 64 (19) : 4295 - 4303