Enantiopure 3-amido or 3,3′-bisamido substituted 1,1′-bi-2-naphthols by anionic Fries rearrangements

被引:22
|
作者
Dennis, MR [1 ]
Woodward, S [1 ]
机构
[1] Univ Hull, Dept Chem, Kingston Upon Hull HU6 7RX, Yorks, England
关键词
D O I
10.1039/a708436f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mono- or di-carbamates of 1,1'-bi-2-naphthol ortholithiate with (BuLi)-Li-s-TMEDA, The resulting anions may either be captured by MeI or allowed to undergo anionic Fries rearrangement, Thus generalised two-step routes to mono-and di-(3-alkyl) or -(3-amido) substituted 2,2'-binapthols is demonstrated.
引用
收藏
页码:1081 / 1085
页数:5
相关论文
共 50 条
  • [41] REDUCTIVE COUPLING OF 2-CYCLOHEXENONE . SYNTHESIS OF 3,3'-DIKETO-1,1'-DICYCLOHEXYLES AND OF 3,3'-DIHYDROXY-1,1'-DICYCLOHEXYLS
    TOUBOUL, E
    WEISBUCH, F
    WIEMANN, J
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1967, (11): : 4291 - &
  • [42] Asymmetric catalysis by 3-mono- and 3,3′-disubstituted chiral 1,1′-bi-2-naphthol derivatives.
    Pu, L
    Simonson, D
    Kingsbury, KB
    Hu, QS
    Huang, WS
    Moore, D
    Yu, HB
    Trocchia, A
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U141 - U141
  • [43] Asymmetric catalysis by 3-mono- and 3,3'-disubstituted chiral 1,1'-bi-2-naphthol derivatives.
    Pu, L
    Simonson, D
    Hu, QS
    Moore, D
    Huang, WS
    Trocchia, A
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 220 : U123 - U123
  • [44] Hydroboration of 1,1′-bi(cyclopent-1-ene) and 3,3′-biindene:: Experimental and theoretical study
    Kvicala, Jaroslav
    Baszczynski, Ondrej
    Krupkova, Alena
    Stranska, Denisa
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2006, 71 (11-12) : 1611 - 1626
  • [45] EXPEDIENT SYNTHESIS OF 3,3'-DISUBSTITUTED 1,1'-BI-(2-PHENOLS) (BIPOLS) BY DIRECTED ORTHOMETALATION
    PARSONS, AS
    GARCIA, JM
    SNIECKUS, V
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1993, 206 : 422 - ORGN
  • [46] 3,3"-Dimethyl-1,1′:4′,1"-terphenyl
    Avery, TD
    Taylor, DK
    Tiekink, ERT
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1998, 54 : 148 - 149
  • [47] 3,3″-Dimethyl-1,1′:4′,1″-terphenyl
    Avery, Tom D.
    Taylor, Dennis K.
    Tiekink, Edward R.T.
    Acta Crystallographica, Section C: Crystal Structure Communications, 1998, 54 (pt 1): : 148 - 149
  • [48] COMPETITIVE [1,3]-SIGMATROPIC AND [3,3]-SIGMATROPIC REARRANGEMENTS
    ARNOLD, RT
    KULENOVIC, ST
    JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (05): : 891 - 894
  • [49] Oxidative coupling of 2-substituted 1,2-dihydro-1-naphthols using Jones reagent:: a simple entry into 3,3′-disubstituted 1,1′-binaphthyl-4,4′-diols
    Fillion, E
    Trépanier, VE
    Mercier, LG
    Remorova, AA
    Carson, RJ
    TETRAHEDRON LETTERS, 2005, 46 (07) : 1091 - 1094
  • [50] 3,3′-Bis(3-methoxybenzyl)-1,1′-ethylenediimidazolium dibromide
    Lee, Hon Man
    Lu, Chi-Ying
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O2086 - U1632