26823-15-4Relevant academic research and scientific papers
A method of synthesizing chiral alkene propyl alcohol
-
Paragraph 0109-0117, (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
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.
Oxidative Generation of α-Radicals of Carbonyl Compounds from the α-Stannyl Derivatives and Their Reactions with Electron-Rich Olefins
Kohno, Yasushi,Narasaka, Koichi
, p. 322 - 329 (2007/10/02)
The oxidation of α-tributylstannyl alkanoates with tetrabutylammonium hexanitratocerate(IV) generates α-radicals of the alkanoates by eliminating the stannylium ion.The thus-formed radicals react with various electron-rich olefinic compounds, such as silyl enol ethers, giving addition products in good yield.This method formally achieves selective cross coupling between alkanoates and ketones.
The Addition Reaction of β-Keto Carboxylic Acids to Olefinic Compounds by the Use of Mn(III) Tris(2-pyridinecarboxylate) as an Oxidant
Narasaka, Koichi,Miyoshi, Norikazu,Iwakura, Kazunori,Okauchi, Tatsuo
, p. 2169 - 2172 (2007/10/02)
Intermolecular addition reactions of radical species generated from β-keto carboxylic acids to olefinic compounds such as a silyl enol ether, a ketene dithioacetal and an enamine proceed selectively by the use of manganese(III) tris(2-pyridinecarboxylate) as an oxidant.
A NOVEL METHOD FOR CYCLOPENTANONE ANNULATION. THE USE OF 1-(2-KETOALKYL)CYCLOPROPANOLS TO OBTAIN CYCLOPENTANONES.
Carey, James T.,Helquist, Paul
, p. 1243 - 1246 (2007/10/02)
The condensation of alkyl-substituted thermodynamic enolates with ethyl bromomagnesium cyclopropanone hemiacetal (a cyclopropanone equivalent) provides 1-(2-ketoalkyl)cyclopropanols which in turn are converted into 3-hydroxycyclopentanones by treatment wi
Intramolecular hydride shift in some noncyclic isopropyl ketols
Warnhoff, E. W.,Wong, Margaret Y. H.,Raman, P. Sundara
, p. 688 - 696 (2007/10/02)
The acyclic ketols 711 and 812 have been synthesized by a Reformatsky sequence.Each ketol undergoes intramolecular hydride transfer when refluxed in KOH-H2O-t-BuOH solution.When the procedure was applied to the synthesis of 34, hydride transfer ocur
