94022-96-5Relevant articles and documents
Anti-Markovnikov alkene oxidation by metal-oxo–mediated enzyme catalysis
Hammer, Stephan C.,Kubik, Grzegorz,Watkins, Ella,Huang, Shan,Minges, Hannah,Arnold, Frances H.
, p. 215 - 218 (2017/10/19)
Catalytic anti-Markovnikov oxidation of alkene feedstocks could simplify synthetic routes to many important molecules and solve a long-standing challenge in chemistry. Here we report the engineering of a cytochrome P450 enzyme by directed evolution to catalyze metal-oxo–mediated anti-Markovnikov oxidation of styrenes with high efficiency. The enzyme uses dioxygen as the terminal oxidant and achieves selectivity for anti-Markovnikov oxidation over the kinetically favored alkene epoxidation by trapping high-energy intermediates and catalyzing an oxo transfer, including an enantioselective 1,2-hydride migration. The anti-Markovnikov oxygenase can be combined with other catalysts in synthetic metabolic pathways to access a variety of challenging anti-Markovnikov functionalization reactions.
Antiproliferative activity and SARs of caffeic acid esters with mono-substituted phenylethanols moiety
Xie, Jin,Yang, Fengzhi,Zhang, Man,Lam, Celine,Qiao, Yixue,Xiao, Jia,Zhang, Dongdong,Ge, Yuxuan,Fu, Lei,Xie, Dongsheng
, p. 131 - 134 (2016/12/27)
A series of CAPE derivatives with mono-substituted phenylethanols moiety were synthesized and evaluated by MTT assay on growth of 4 human cancer cell lines (Hela, DU-145, MCF-7 and ECA-109). The substituent effects on the antiproliferative activity were systematically investigated for the first time. It was found that electron-donating and hydrophobic substituents at 2′-position of phenylethanol moiety could significantly enhance CAPE's antiproliferative activity. 2′-Propoxyl derivative, as a novel caffeic acid ester, exhibited exquisite potency (IC50?=?0.4?±?0.02 & 0.6?±?0.03?μM against Hela and DU-145 respectively).
N-(phenylselenomethyl)phthalimide as new reagent for mild protection of alcohols as Pim-ethers
Temperini, Andrea,Minuti, Lucio
scheme or table, p. 2709 - 2711 (2012/07/16)
A mild activation of N-(phenylselenomethyl)phthalimide by iodonium ion in the presence of alcohols to give the corresponding O-phthalimidomethyl derivatives (Pim-ethers) is provided. Simple cleavage of the phthalimido group with ethylenediamine is also reported thus making this approach a new and efficient method of protecting alcohols.
