Hosomi-Sakurai reactions of silacyclohexenes

被引：17
|
作者：
Hughes, Nicholas J.
Pullin, Robert D. C.
Sanganee, Mahesh J.
Sellars, Jonathan D.
Steel, Patrick. G.
Turner, Michael J.
机构：
[1] Univ Durham, Dept Chem, Sci Labs, Durham DH1 3LE, England
[2] GlaxoSmithKline, Stevenage SG1 2NY, Herts, England
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2007年 / 5卷 / 17期
关键词：
D O I：
10.1039/b709318g
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Silacyclic allyl silanes, derived from silene-diene Diels-Alder reactions, combine with acetals in the presence of Lewis acids to afford, following oxidation of the intermediate fluorosilane, either butane-1,4-diols or tetrahydronaphthalenes containing four contiguous chiral centres with moderate to good diastereoselectivity.
引用
收藏
页码：2841 / 2848
页数：8
相关论文
共 50 条
  • [1] The Hosomi-Sakurai allylation in carbocyclization reactions
    Stankevich, Ksenia S.
    Cook, Matthew J.
    TETRAHEDRON LETTERS, 2023, 121
  • [2] Hosomi-Sakurai reactions of silacyclic allyl silanes
    Sellars, Jonathan D.
    Steel, Patrick G.
    Turner, Michael J.
    CHEMICAL COMMUNICATIONS, 2006, (22) : 2385 - 2387
  • [3] A Stereoselective Reductive Hosomi-Sakurai Reaction
    Bauer, Adriano
    Maulide, Nuno
    ORGANIC LETTERS, 2018, 20 (05) : 1461 - 1464
  • [4] Development of a reductive Hosomi-Sakurai reaction
    Bauer, Adriano
    Maulide, Nuno
    TETRAHEDRON, 2018, 74 (48) : 6883 - 6889
  • [5] On the Way to an Oxidative Hosomi-Sakurai Reaction
    Sabot, Cyrille
    Commare, Bruno
    Duceppe, Marc-Alexandre
    Nahi, Salima
    Guerard, Kimiaka C.
    Canesi, Sylvain
    SYNLETT, 2008, (20) : 3226 - 3230
  • [6] Intramolecular Hosomi-Sakurai Reaction for the Synthesis of Benzoxasiloles
    Yu, Xin-Long
    Hu, Jia-Wei
    Cao, Jian
    Xu, Li-Wen
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (12): : 9027 - 9030
  • [7] Silicomolybdic acid supported on silica gel: an efficient catalyst for Hosomi-Sakurai reactions
    Murugan, Kaliyappan
    Srimurugan, Sankareswaran
    Chen, Chinpiao
    TETRAHEDRON, 2011, 67 (31) : 5621 - 5629
  • [8] Bronsted acid-catalyzed tbree-component Hosomi-Sakurai reactions
    Kampen, Daniela
    Ladepeche, Arnaud
    Classen, Gerrit
    List, Benjamin
    ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (7-8) : 962 - 966
  • [9] o-Benzenedisulfonimide as a Reusable Bronsted Acid Catalyst for Hosomi-Sakurai Reactions
    Barbero, Margherita
    Bazzi, Stefano
    Cadamuro, Silvano
    Dughera, Stefano
    Piccinini, Claudia
    SYNTHESIS-STUTTGART, 2010, (02): : 315 - 319
  • [10] Asymmetric Counteranion-Directed Catalytic Hosomi-Sakurai Reaction
    Mahlau, Manuel
    Garcia-Garcia, Pilar
    List, Benjamin
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (51) : 16283 - 16287
12345