A new one-pot synthesis of 2-quaternary 1,3-diketones

被引：0
|
作者：
Ren, SK
Wang, F
Dou, HN
Fan, CA
He, L
Song, ZL
Xia, WJ
Li, DR
Jia, YX
Li, X
Tu, YQ [1 ]
机构：
[1] Lanzhou Univ, Dept Chem, Lanzhou 730000, Peoples R China
[2] Lanzhou Univ, Natl Lab Organ Chem, Lanzhou 730000, Peoples R China
[3] Beijing Normal Univ, Dept Chem, Beijing 100875, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2001年 / 16期
关键词：
1,3-diketones; quaternary carbon; pyridinium chlorochromate; tertiary alpha-hydroxy epoxides; oxidative rearrangement;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A facile one-pot synthesis of 1,3-diketones with stereogenic quaternary center at C-2 has been developed on the basis of an oxidative-rearrangement of a series of tertiary a-hydroxy epoxides on treatment with pyridinium chlorochromate (PCC). A possible mechanism is also discussed.
引用
收藏
页码：2384 / 2388
页数：5
相关论文
共 50 条
  • [21] Tandem Synthesis of α-Diazoketones from 1,3-Diketones
    Zhang, Jianlan
    Chen, Wenwen
    Huang, Dayun
    Zeng, Xiaobao
    Wang, Xinyan
    Hu, Yuefei
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (17): : 9171 - 9174
  • [22] A one-pot synthesis of 1,3-benzoxazines
    Alkhathlan, HZ
    SYNTHETIC COMMUNICATIONS, 2004, 34 (01) : 71 - 77
  • [23] One-Pot Organocatalytic Michael Addition/I2-Mediated Cyclization Sequence: Metal-Free Synthesis of Spiropyrazolones from 1,3-Diketones and Unsaturated Pyrazolones
    Zhang, Xiao-Long
    Tang, Cheng-Ke
    Xia, Ai-Bao
    Feng, Kai-Xiang
    Du, Xiao-Hua
    Xu, Dan-Qian
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (22) : 3152 - 3160
  • [24] Alcoholysis of 1,3-diketones
    Beckham, LJ
    Adkins, H
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1934, 56 (07) : 2676 - 2679
  • [25] Reaction of triphenylbismuthonium 2-oxoalkylides with benzils.: A novel one-pot conversion of symmetrical 1,2-diketones into O-aroyl enolates of unsymmetrical 1,3-diketones
    Rahman, MM
    Matano, Y
    Suzuki, H
    CHEMICAL COMMUNICATIONS, 1998, (13) : 1359 - 1360
  • [26] NEW METHOD FOR OXIDATION OF MONOKETONES TO 1,3-DIKETONES
    MECHOULAM, R
    LUCHTER, K
    GOLDBLUM, A
    SYNTHESIS-STUTTGART, 1974, (05): : 363 - 364
  • [27] Novel One-Pot Procedure for the Synthesis of 1,2-Diketones
    Jing, Xiaobi
    Pan, Xin
    Li, Zhen
    Shi, Yaocheng
    Yan, Chaoguo
    SYNTHETIC COMMUNICATIONS, 2009, 39 (03) : 492 - 496
  • [28] New access to 1,3-diketones from aldehydes
    Fargeas, V
    Baalouch, M
    Metay, E
    Baffreau, J
    Ménard, D
    Gosselin, P
    Bergé, JP
    Barthomeuf, C
    Lebreton, J
    TETRAHEDRON, 2004, 60 (45) : 10359 - 10364
  • [29] AN IMPROVED SYNTHESIS OF 2-DIAZO-1,3-DIKETONES
    POPIC, VV
    KORNEEV, SM
    NIKOLAEV, VA
    KOROBITSYNA, IK
    SYNTHESIS-STUTTGART, 1991, (03): : 195 - 198
  • [30] Synthesis of 2,3-Dialkyl-5-hydroxybenzofurans via a One-pot, Three-step Reaction Sequence of 2-Monosubstituted 1,3-Diketones and 1,4-Benzoquinones
    Dong, Qing
    Yang, Yu-Huan
    Lv, Xue-Jiao
    Liu, Jia-Hui
    Liu, Yan-Kai
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (10): : 7138 - 7147
12345