2406-29-3Relevant academic research and scientific papers
Selective reduction of the acyl group in cyclic α-acyl-β-dicarbonyl compounds with sodium cyanoborohydride. Efficient synthesis of cyclic α-alkyl-β-dicarbonyl compounds
Pashkovsky,Lokot',Lakhvich
, p. 324 - 326 (2001)
Efficient synthesis of cyclic α-alkyl-β-dicarbonyl compounds of the cyclopentane, cyclohexane, tetronic acid, and α-pyrone series from the corresponding cyclic α-acyl-β-dicarbonyl compounds under the action of NaBH3(CN) in a THF-HCl system is described.
Design, synthesis and application of spiro[4.5]cyclohexadienonesviaone-pot sequentialp-hydroxybenzylation/oxidative dearomatization
Patil, Vaibhav B.,Nanubolu, Jagadeesh Babu,Chegondi, Rambabu
supporting information, p. 5574 - 5577 (2021/06/12)
One-pot sequentialp-hydroxybenzylation/oxidative dearomatization/spiroannulation has been designed for the efficient construction of tetrahydrofuran containing spiro-cyclohexadienones. This reaction proceeds through thep-hydroxybenzylation of 1,3-diketones withp-hydroxybenzyl alcoholviaquinone methide formation followed by oxidative dearomatization/spiroannulation with suitable alcohols. The Friedel-Crafts alkylation of spiro[4.5]cyclohexadienones with indoles provided a broad array of highly diastereoselective C-3 alkylated spirocycles and cyclohepta[b]indoles depending upon the ring size of the fused cyclic ketones.
Aluminum Chloride-Mediated Dieckmann Cyclization for the Synthesis of Cyclic 2-Alkyl-1,3-alkanediones: One-Step Synthesis of the Chiloglottones
Armaly, Ahlam M.,Bar, Sukanta,Schindler, Corinna S.
supporting information, p. 3958 - 3961 (2017/08/15)
Cyclic 2-alkyl-1,3-alkanediones are ubiquitous structural motifs in many natural products of biological importance. Reported herein is an AlCl3·MeNO2-mediated Dieckmann cyclization reaction of general synthetic utility that enables direct access to complex 2-alkyl-1,3-dione building blocks from readily available dicarboxylic acid and acid chloride substrates. This new strategy enables direct synthetic access to the chiloglottone plant pheromones from commercial material in a single synthetic transformation.
Efficient access to: cis -decalinol frameworks: copper(i)-catalyzed borylative cyclization of allene cyclohexanediones
Zhao, Yi-Shuang,Tang, Xiao-Qi,Tao, Jing-Chao,Tian, Ping,Lin, Guo-Qiang
supporting information, p. 4400 - 4404 (2016/06/06)
Cu-catalyzed borylative cyclization of allene cyclohexanediones has been described through a tandem β-borylation and intramolecular allylic addition process, affording borylated cis-decalinols with excellent yields and diastereoselectivities. A good enantioselectivity is also achieved in the asymmetric version. The hemiboronate group in the cyclization products could be subjected to several useful transformations.
Organocatalytic sequential one-pot double cascade asymmetric synthesis of Wieland-Miescher ketone analogues from a knoevenagel/hydrogenation/robinson annulation sequence: Scope and applications of organocatalytic biomimetic reductions
Ramachary, Dhevalapally B.,Kishor, Mamillapalli
, p. 5056 - 5068 (2008/02/08)
(Chemical Equation Presented) A practical and novel organocatalytic chemo- and enantioselective process for the cascade synthesis of highly substituted 2-alkyl-cyclohexane-1,3-diones and Wieland-Miescher (W-M) ketone analogs is presented via reductive alk
An efficient synthesis of alkyl substituted cyclic 1,3-diones
Pashkovsky,Lokot,Lakhvich
, p. 1391 - 1394 (2007/10/03)
An efficient method for the synthesis of cyclic α-alkyl β-dicarbonyl compounds of cyclopentane, cyclohexane, tetronic acid and α-pyrone series is described. The method consists of the selective transformation of the corresponding cyclic β,β′-tricarbonyl compounds by NaBH3CN in a mixture of THF and 2N aqueous HCl.
