180259-48-7Relevant academic research and scientific papers
Progress toward the total synthesis of 9β-hydroxyvertine: Construction of an advanced quinolizidine intermediate
Thaima, Thanaphat,Willis, Anthony C.,Pyne, Stephen G.
, (2019/08/06)
Progress toward the total synthesis of 9β-hydroxyvertine 2 is described. Our approach involves a Petasis borono-Mannich reaction to assemble a key intermediate A, securing the correct configuration at H-9 and H-10 in the final targeted molecule. Subsequen
Benzylation of hydroxy groups with tertiary amine as a base
Gathirwa, Jeremiah W.,Maki, Toshihide
experimental part, p. 370 - 375 (2012/01/14)
The benzylation of hydroxy groups in the presence of tertiary amines is described. A mixture of an alcohol and a benzyl halide afforded the corresponding benzyl ether in good to excellent yields in the presence of diisopropylethylamine. The importance of solventless conditions was observed. The reaction showed high tolerance to many functional groups including benzoate, even at a reaction temperature of 150 °C. Sodium iodide was found to be an efficient catalyst to accelerate the reaction.
Mild, selective deprotection of PMB ethers with triflic acid/1,3-dimethoxybenzene
Jung, Michael E.,Koch, Pierre
experimental part, p. 6051 - 6054 (2011/11/28)
An efficient method for the cleavage of the p-methoxybenzyl protecting group of several alcohols in the presence of 0.5 equiv of trifluoromethanesulfonic acid and 1,3-dimethoxybenzene in dichloromethane at room temperature is described.
A new strategy for the stereoselective synthesis of 2,2′-bipyrrolidines
Gresser, Mary J.,Keller, Paul A.,Wales, Steven M.
scheme or table, p. 4899 - 4902 (2009/12/05)
A new strategy for the stereoselective synthesis of the 2,2′-bipyrrolidine scaffold is presented using a metathesis reaction followed by asymmetric dihydroxylation for the introduction of the stereogenic elements. This straightforward high-yielding process is suitable for application to the synthesis of additional heterocycles.
Mild preparation of alkenes from phenyl sulfides: One-pot elimination of phenylthio group via sulfilimine at ambient temperature
Matsuo, Jun-Ichi,Kozai, Takaaki,Ishibashi, Hiroyuki
, p. 6095 - 6098 (2007/10/03)
(Chemical Equation Presented) Various alkenes were prepared from phenyl sulfides in a one-pot manner at room temperature by converting them to the corresponding S-aminosulfonium salts with O-mesitylenesulfonylhydroxylamine, followed by treatment with pota
