Recent advances in the synthesis of 1,3-diketones

被引:84
作者
Kel'in, AV [1 ]
机构
[1] GLSynth Inc, Worcester, MA 01605 USA
关键词
D O I
10.2174/1385272033486233
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The most recent achievements in the construction of the 1,3-diketone moiety are reviewed. Though both classical and modern approaches to the synthesis of 1,3-diketones are compared and analyzed in terms of efficiency, functional group compatibility, regio-, and stereoselectivity, main attention is paid to recently discovered methods based on rearrangements and concerted mechanisms. Molecular structure investigations, appearance in nature, and biological activity of 1,3-diketones are also briefly reviewed.
引用
收藏
页码:1691 / 1711
页数:21
相关论文
共 249 条
[21]   STEREOSELECTIVE SYNTHESIS OF 7-MEMBERED CARBOCYCLES FROM 2-AMINO-1,3-BUTADIENES AND VINYL CHROMIUM FISCHER-TYPE CARBENES [J].
BARLUENGA, J ;
AZNAR, F ;
MARTIN, A ;
VAZQUEZ, JT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (37) :9419-9426
[22]   Formal [4+3], [4+2], [4+1] and [2+1] cycloadditions and acid-base reaction of 2-methyl-1,3-dimorpholino-1,3-butadiene with Fischer carbene complexes [J].
Barluenga, J ;
Aznar, F ;
Fernandez, M .
CHEMISTRY-A EUROPEAN JOURNAL, 1997, 3 (10) :1629-1637
[23]   Reaction of dianions of acyclic beta-enamino ketones with electrophiles .8(a). Synthesis of trialkylsilylenaminones and alpha'-silylated beta-diketones [J].
Bartoli, G ;
Bosco, M ;
Dalpozzo, R ;
DeNino, A ;
Iantorno, E ;
Tagarelli, A ;
Palmieri, G .
TETRAHEDRON, 1996, 52 (27) :9179-9186
[24]  
BECK AK, 1977, TETRAHEDRON LETT, P1187
[25]   Synthesis of bipyrazoles and pyrazoloisoxazoles from 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one [J].
Bendaas, A ;
Hamdi, M ;
Sellier, N .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (05) :1291-1294
[26]   Synthesis and antibacterial properties of β-diketone acrylate bioisosteres of pseudomonic acid A [J].
Bennett, I ;
Broom, NJP ;
Cassels, R ;
Elder, JS ;
Masson, ND ;
O'Hanlon, PJ .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (13) :1847-1852
[27]   Acylpyruvic acids amides and hydrazides: VIII. Synthesis of pivaloylpyruvamides and their reactions with benzylamine and arylamines [J].
Berezina, ES ;
Koz'minykh, VO ;
Igidov, NM ;
Shirinkina, SS ;
Koz'minykh, EN ;
Makhmudov, RR ;
Bukanova, EV .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2001, 37 (04) :539-546
[28]   Intramolecular O-H center dot center dot center dot O hydrogen bonds assisted by resonance. Correlation between crystallographic data and H-1 NMR chemical shifts [J].
Bertolasi, V ;
Gilli, P ;
Ferretti, V ;
Gilli, G .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1997, (05) :945-952
[29]   Resonance-assisted O-H center dot center dot center dot O hydrogen bonding: Its role in the crystalline self-recognition of beta-diketone enols and its structural and IR characterization [J].
Bertolasi, V ;
Gilli, P ;
Ferretti, V ;
Gilli, G .
CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (08) :925-934
[30]  
Bhagat RD, 1999, INDIAN J HETEROCY CH, V9, P123