91306-72-8Relevant academic research and scientific papers
Kinetic Resolution of Allylic Alcohol with Chiral BINOL-Based Alkoxides: A Combination of Experimental and Theoretical Studies
Liu, Yidong,Liu, Song,Li, Dongmei,Zhang, Nan,Peng, Lei,Ao, Jun,Song, Choong Eui,Lan, Yu,Yan, Hailong
, p. 1150 - 1159 (2019/01/11)
The development and characterization of enantioselective catalytic kinetic resolution of allylic alcohols through asymmetric isomerization with chiral BINOL derivatives-based alkoxides as bifunctional Br?nsted base catalysts were described in the study. A number of chiral BINOL derivatives-based alkoxides were synthesized, and their structure-enantioselectivity correlation study in asymmetric isomerization identified a promising chiral Br?nsted base catalyst, which afforded various chiral secondary allylic alcohols (ee up to 99%, S factor up to >200). In the mechanistic study, alkoxide species were identified as active species and the phenol group of BINOL largely affected the high reactivity and enantioselectivity via hydrogen bonding between the chiral Br?nsted base catalyst and substrates. The strategy is the first successful synthesis strategy of various chiral secondary allylic alcohols through enantioselective transition-metal-free base-catalyzed isomerization. The applicability of the strategy had been demonstrated by the synthesis of the bioactive natural product (+)-veraguensin.
A method of synthesizing chiral alkene propyl alcohol
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Paragraph 0154-0162, (2019/07/04)
The invention discloses a method for synthesizing chiral alkene propyl alcohol method, which belongs to the technical field of organic chemistry. The method adopts the [...] derived binaphthol potassium salt as a chiral [...] catalyst, catalytic [...] pro
Cross-coupling of dissimilar ketone enolates via enolonium species to afford non-symmetrical 1,4-diketones
Parida, Keshaba N.,Pathe, Gulab K.,Maksymenko, Shimon,Szpilman, Alex M.
, p. 992 - 997 (2019/12/23)
Due to their closely matched reactivity, the coupling of two dissimilar ketone enolates to form a 1,4-diketone remains a challenge in organic synthesis. We herein report that umpolung of a ketone trimethylsilyl enol ether (1 equiv) to form a discrete enol
Detrifluoroacetylation Reaction of Trifluoromethyl-β-diketones: Facile Method for the Synthesis of Succinimide Derivatives and 1,4-Diketones
Wang, Li-Hua,Zhao, Jing
supporting information, p. 4345 - 4348 (2018/08/31)
Currently, a great deal of research efforts are focused on C–C bond activation for development of novel synthetic methodology. In this paper, a detrifluoroacetylation of trifluoromethyl-β-diketones is described, which allows for the synthesis of succinimides and 1,4-diketones through cascade Michael addition/retro-Claisen reaction and nucleophilic substitution/retro-Claisen reaction. The readily available trifluoromethyl-β-diketones, wide substrate scope, and mild conditions make this method very practical.
Visible-light-induced Ci-S bond activation: Facile access to 1,4-diketones from β-ketosulfones
Xuan, Jun,Feng, Zhu-Jia,Chen, Jia-Rong,Lu, Liang-Qiu,Xiao, Wen-Jing
supporting information, p. 3045 - 3049 (2014/03/21)
A novel method for the synthesis of 1,4-diketones from β-ketosulfones was developed by means of a visible light-induced Ci￡S bond activation process. Symmetrical and unsymmetrical 1,4-diketones can be easily prepared in moderate to good yields. A new and efficient method for the synthesis of 1,4-diketones from β-ketosulfones was developed by means of a visible-light-induced Ci￡S bond activation process (see scheme). Symmetrical and unsymmetrical 1,4-diketones can be easily prepared in moderate to good yields.
N-Methoxy-N-methyl-3-bromopropionamide: A new three carbon homologating agent for the synthesis of unsymmetrical 1,4-diketones
Selvamurugan,Aidhen
, p. 6065 - 6069 (2007/10/03)
A synthetic route based on a three carbon homologation of an α-aminonitrile was developed for the synthesis of unsymmetrical 1,4-diketones. The key steps were the alkylation of various aryl and heteroaryl α-aminonitriles with N-methoxy-N-methyl-3-bromopropionamide followed by the addition of a Grignard reagent to the alkylated product and then subsequent hydrolysis.
A new simple synthesis of aryl-substituted 1,4-diketones
Kel'in, Alexander V.,Kulinkovich, Oleg G.
, p. 330 - 332 (2007/10/03)
1,4-Diketones have been prepared by aldol condensation of methyl ketones with α-bromo ketones in the presence of tert-butoxymagnesium or diethylamido magnesium bromide and subsequent rearrangement of the formed 4-bromo-3-hydroxy ketones under the action o
Synthesis of 1,4-Diketones by Condensation of Methyl Ketones with Aromatic α-Bromo Ketones in the Presence of Tetraisopropoxytitanium
Kulinkovich, O. G.,Kel'in, A. V.,Senin, P. V.
, p. 1060 - 1062 (2007/10/03)
Condensation of methyl ketones with bromomethyl aryl ketones in the presence of an equimolar amount of tetraisopropoxytitanium allows one-step synthesis of corresponding 1,4-diketones.The reaction presumably proceeds via intermediate formation of activate
