Oxidation of (1S,5R,7R,S)-(4,7-dimethyl-6-oxabicyclo[3.2.1]oct-3-en-7-yl) methanol with pyridinium chlorochromate

被引：5
|
作者：
Torosyan, S. A. [1 ]
Gimalova, F. A. [1 ]
Valeev, R. F. [1 ]
Miftakhov, M. S. [1 ]
机构：
[1] Russian Acad Sci, Inst Organ Chem, Ufa Sci Ctr, Ufa 450054, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 47卷 / 05期
关键词：
ASYMMETRIC-SYNTHESIS; ORGANIC-SYNTHESIS; ALCOHOLS; EFFICIENT;
D O I：
10.1134/S1070428011050058
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The oxidation of (1S,5R,7R,S)-(4,7-dimethyl-6-oxabicyclo[3.2.1]oct-3-en-7-yl)methanol epimeric at the C(7) atom resulted in scalemic (5R)-5-acetyl-2-methylcyclohex-2-en-1-one.
引用
收藏
页码：682 / 686
页数：5
相关论文
共 50 条
  • [21] 5R, 6R, 7R, 9R, 13R, 14S)-21-cyclopropylmethyl-6,14-endo-ethano-2′,3′,4′,5′,7,8-hexahydro-4′,4′,5′,5′-tetramethylfurano[2′,3′6,7]normorphide hydrochloride methanol solvate
    Cejka, J
    Kratochvíl, B
    Chudík, M
    Jegorov, A
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O2274 - O2276
  • [22] Synthesis of (4R,6S,7R)-7-hydroxy-4,6-dimethyl-3-nonanone and (3R,5S,6R)-6-hydroxy-3,5-dimethyl-2-octanone
    Sabitha, Gowravaram
    Srinivas, Chitti
    Maruthi, Chittapragada
    Yadav, Jhillu Singh
    TETRAHEDRON-ASYMMETRY, 2011, 22 (24) : 2071 - 2079
  • [23] (1R*,5S*,6S*,7R*)-6,7-dihydroxy-6-hydroxymethyl-2-oxabicyclo[3.2.0]heptan-3-one
    Caddy, J
    Williams, DBG
    Roodt, A
    Muller, A
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2003, 59 : O1095 - O1097
  • [24] (1S,2S,3R,6S,7R)-3,6-Epoxyhimachalane-2,7-diol
    El Jamili, H
    Auhmani, A
    Dakir, M
    Benharref, A
    Kossareva, E
    Pierrot, M
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2001, 57 : o925 - o927
  • [25] (1′S,5′S,6′R,8′S)-1-[(6′-acetoxy-8′-hydroxy-2′-oxabicyclo[3.2.1]oct-5′-yl)oxymethyl]-N4-benzoylcytosine
    Epple, C
    Leumann, C
    Stoeckli-Evans, H
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1998, 54 : 1141 - 1143
  • [26] (1R,3S,6S)-6-tert-Butyl-1-hydroxymethyl-5-methoxy-6-methyl-7-oxa-4-azaspiro[2.5]oct-4-en-8-one and dimethyl[(1S,1R′,3S′,6S′)-(6′-tert-butyl-5′-methoxy-6′-methyl-8′-oxo-7′-oxa-4′-azaspiro[2.5]oct-4′-en-1′-yl)hydroxymethyl]phosphonate
    Malecka, M
    Wanner, KT
    Budzisz, E
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2003, 59 : O317 - O320
  • [27] METHYL (1S,5S,6S,7R)-6-FORMYL-7-METHYL-2,8-DIOXABICYCLO[3.3.1]NON-3-ENE-4-CARBOXYLATE
    HARMS, K
    JONES, PG
    SHELDRICK, GM
    TIETZE, LF
    UZAR, HC
    ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1980, 36 (DEC): : 3156 - 3157
  • [28] (1S,5R)-6,6-Dimethyl-4-(((1S,2S,5S)-2,6,6-trimethyl-4-oxobicyclo[3.1.1]heptan-2-yl)methyl)bicyclo[3.1.1]hept-3-en-2-one
    Ardashov, Oleg V.
    Korchagina, Dina V.
    Bagryanskaya, Irina Yu.
    Volcho, Konstantin P.
    Salakhutdinov, Nariman F.
    MOLBANK, 2022, 2022 (04)
  • [29] Crystal structure of (1*S,3R*,5R*,7R*)-methyl-3-(tert-butyl)-7-chloro-6-oxo-7-phenyl-2-oxa-4-azabicylo[3.2.0]heptane-4-carboxylate
    Tinant, B
    FeneauDupont, J
    Declercq, JP
    LeBideau, F
    Ghosez, L
    BULLETIN DES SOCIETES CHIMIQUES BELGES, 1997, 106 (03): : 137 - 139
  • [30] Molecular and crystal structures of (6R, 7R, 14S)-6,14-etheno-7-[(1R)-1-hydroxyethyl]- and (6R, 7R, 14S)-6,14-etheno-7-[(1S)-1-hydroxyethyl]-6,7,8,14-tetrahydro-17-nor-17-phenylthebaine
    I. V. Bakhanova
    V. N. Nesterov
    S. K. Moiseev
    H. Schmidhammer
    V. N. Kalinin
    Russian Chemical Bulletin, 1998, 47 : 2177 - 2181
12345