29333-27-5Relevant academic research and scientific papers
Divergent Elementoboration: 1,3-Haloboration versus 1,1-Carboboration of Propargyl Esters
Wilkins, Lewis C.,Soltani, Yashar,Lawson, James R.,Slater, Ben,Melen, Rebecca L.
supporting information, p. 7364 - 7368 (2018/05/03)
This work showcases the 1,3-haloboration reaction of alkynes in which boron and chlorine add to propargyl systems in a proposed sequential oxazoliumborate formation with subsequent ring-opening and chloride migration. In addition, the functionalization of
Derivatization of secondary aliphatic alcohols to picolinates - A new option for HPLC analysis with chiral stationary phase
Nishimura, Keita,Tanabe, Shuhei,Shinohara, Riku,Kobayashi, Yuichi
, p. 273 - 282 (2019/04/27)
Derivatization of secondary alcohols (R1R2CHOH) to benzoates has frequently employed to determine enantiomer ratios using HPLC with chiral stationary phase (CSP). However, a small difference in substituents (R1, R2) often results in insufficient separation. To find an alternative derivatization that detects such a small difference, picolinates (2-pyridyl-CO2CHR1R2) possessing Me/Et, Me/vinyl, Me/acetylenic, Et/n-Pr, and n-Pr/allyl substituents were prepared and separation efficiency was compared with that of benzoates (PhCO2CHR1R2). Eight commercially available CSPs containing carbamates or benzoates of cellulose and amylose were examined to find that retention factors (k'1 and k'2) and resolution (Rs) of picolinates were greater than those of the corresponding benzoates and that good to excellent Rs values (≥1.25) were recorded over a wide range of CSPs.
Graphene Oxide: An Efficient Acid Catalyst for the Construction of Esters from Acids and Alcohols
Chen, Zhengwang,Wen, Yuelu,Fu, Yejuan,Chen, Hai,Ye, Min,Luo, Guotian
supporting information, p. 981 - 985 (2017/05/05)
Graphene oxide was found to be an efficient and reusable acid catalyst for the esterification reaction. A wide range of aliphatic and aromatic acids and alcohols were compatible with the standard conditions and afforded the corresponding products in good yields. The heterogeneous catalyst can be easily recovered and recycled in dichloro-ethane solvent with good catalytic activity.
The Propargyl Rearrangement to Functionalised Allyl-Boron and Borocation Compounds
Wilkins, Lewis C.,Lawson, James R.,Wieneke, Philipp,Rominger, Frank,Hashmi, A. Stephen K.,Hansmann, Max M.,Melen, Rebecca L.
supporting information, p. 14618 - 14624 (2016/10/03)
A diverse range of Lewis acidic alkyl, vinyl and aryl boranes and borenium compounds that are capable of new carbon–carbon bond formation through selective migratory group transfer have been synthesised. Utilising a series of heteroleptic boranes [PhB(Cs
The effect of catechin derivatives on the enantioselectivity of lipase-catalyzed hydrolyses of alkynol benzoate esters
Nakamura, Kaoru,Takenaka, Keishi
, p. 415 - 422 (2007/10/03)
Polyphenols, such as (+)-catechin and pyrogallol could be used to enhance stereochemical control in the lipase-catalyzed hydrolysis of alkynol benzoate esters, leading to increased enantioselectivities in the kinetic resolution of alkynols with lipase Amano AH.
Regiospecific Synthesis of a Terminal, Oxyfunctionalized Methyl Ketone Enamines via Catalytic Aminomercuriation of Prop-2-ynyl Esters and Ethers
Barluenga, Jose,Aznar, Fernando,Liz, Ramon,Postigo, Carmen
, p. 1465 - 1467 (2007/10/02)
Catalytic aminomercuriation of 1-substituted prop-2-ynyl esters and ethers (5) provides a mild, simple, and regiospecific route to the terminal functionalized enamines (6) despite the fact that they are potentially isomerisable to their internal form; hyd
