23574-41-6Relevant academic research and scientific papers
Selective acylation of alcohols in the presence of phenols
Shah, Muhammad Raza,Ali, Qamar,Hussain, Zahid,Anis, Itrat
scheme or table, p. 444 - 448 (2012/04/17)
A versatile method of chemoselective acylation of alcohol has been developed by way of Mitsunobu based strategy. The reaction works under mild conditions and can be selectively employed in presence of phenolic groups and acid sensitivefunctionalities.
N-heterocyclic carbene-catalyzed oxidative esterification reaction of aldehydes with alkyl halides under aerobic conditions
Xin, Yang-Chun,Shi, Shi-Hui,Xie, Dong-Dong,Hui, Xin-Ping,Xu, Peng-Fei
supporting information; experimental part, p. 6527 - 6531 (2011/12/22)
An efficient N-heterocyclic carbene-catalyzed oxidative esterification reaction of aldehydes with alkyl halides or alkyl 4-methylbenzenesulfonate is reported. It was worth noting that (1) the configuration of alkyl halides or alkyl 4-methylbenzenesulfonates was inverted completely, and (2) the presence of oxygen was crucial for this transformation. The reaction proceeded smoothly under mild conditions and various esters were afforded in moderate to good yields. In addition, we have developed an efficient tandem oxidation/ esterification reaction of alcohols. This methodology provides a rare example of a reaction of the Breslow intermediate to sp3-carbon centered electrophiles. An efficient oxidative esterification reaction of aldehydes with alkyl halides or alkyl 4-methylbenzenesulfonates catalyzed by N-heterocyclic carbenes is reported. Oxygenwas crucial for the reaction, and the configuration of alkyl 4-methylbenzenesulfonate was completely inverted. Copyright
