Self-condensation reactions of acyl phosphonates: synthesis of tertiary O-protected α-hydroxyphosphonates

被引:2
|
作者
Eymur, Serkan [1 ,2 ]
Gollu, Mehmet [2 ]
Demir, Ayhan Sitki [2 ]
机构
[1] Selcuk Univ, Dept Chem, Konya, Turkey
[2] Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey
关键词
Acyl phosphonates; tertiary alpha-hydroxy phosphonates; phosphonate-phosphate rearrangement; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; HYDROXY PHOSPHONATES; ANION EQUIVALENTS; DERIVATIVES; INHIBITORS; STATE; ACYLPHOSPHONATES; OXIDATION;
D O I
10.3906/kim-1306-7
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The self-condensation reaction of benzoyl dialkyl phosphonates was developed using cyanide ion as catalyst, affording versatile tertiary O-protected alpha-hydroxy phosphonates in moderate yield.
引用
收藏
页码:164 / 171
页数:8
相关论文
共 50 条
  • [21] Synthesis of ω-unsaturated O-protected glucosides as precursors for unsaturated neutral bolaforms
    Konstantinovic, S
    Predojevic, J
    Gojkovic, S
    Pavlovic, V
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2003, 42 (03): : 666 - 669
  • [22] Kinetics of Isophorone Synthesis via Self-Condensation of Supercritical Acetone
    Mei, Jun
    Chen, Zhirong
    Yuan, Shenfeng
    Mao, Jianyong
    Li, Haoran
    Yin, Hong
    CHEMICAL ENGINEERING & TECHNOLOGY, 2016, 39 (10) : 1867 - 1874
  • [23] ENZYME CATALYZED REACTIONS .10. SYNTHESIS OF O-PROTECTED (R)-2-HYDROXY ALDEHYDES AND THEIR HYDROCYANATION
    EFFENBERGER, F
    HOPF, M
    ZIEGLER, T
    HUDELMAYER, J
    CHEMISCHE BERICHTE, 1991, 124 (07) : 1651 - 1659
  • [24] Chemoselective synthesis of dithymidine phosphorothioate in solution using O-protected thiophosphate monomers
    Boesen, T
    Kehler, J
    Dahl, O
    NUCLEOSIDES & NUCLEOTIDES, 1999, 18 (6-7): : 1241 - 1242
  • [25] Surface-mediated solid-phase reactions: the preparation of acyl phosphonates by oxidation of 1-hydroxyphosphonates on the solid surface
    Kaboudin, B
    TETRAHEDRON LETTERS, 2000, 41 (17) : 3169 - 3171
  • [26] Copper-Catalyzed Self-Condensation of Benzamide: Domino Reactions towards Quinazolinones
    Sayyad, Nisar
    Cele, Zamani
    Aleti, Rajeshwar Reddy
    Bera, Milan
    Cherukupalli, Srinivasulu
    Chandrasekaran, Balakumar
    Kushwaha, Narva Deshwar
    Karpoormath, Rajshekhar
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (39) : 5382 - 5388
  • [27] Synthesis, structure, and reactions of a novel triarylsilanol with a bowl-type framework: A silanol extremely resistant to self-condensation
    Goto, K
    Okumura, T
    Kawashima, T
    CHEMISTRY LETTERS, 2001, (12) : 1258 - 1259
  • [28] SELF-CONDENSATION OF ETHYL 3-AMINO-3-ETHOXYPROPENOATE AND RELATED REACTIONS
    IVANOV, IC
    SULAY, PB
    DANTCHEV, DK
    LIEBIGS ANNALEN DER CHEMIE, 1983, (05): : 753 - 760
  • [29] SYNTHESIS OF SUGAR-CONTAINING POLYMERS BY SELF-CONDENSATION WITH DIBORONIC ACID
    MIKAMI, M
    SHINKAI, S
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (02) : 153 - 154
  • [30] Enantioselective synthesis of O-protected 1,1-disubstituted 1,2-aminoalcohols by titanium promoted double nucleophilic addition on O-protected cyanohydrins.
    Gagnon, A
    Charette, A
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 217 : U145 - U145