Orita, Akihiro; Tanahashi, Chiaki; Kakuda, Atsushi; Otera, Junzo published the artcile< Highly Powerful and Practical Acylation of Alcohols with Acid Anhydride Catalyzed by Bi(OTf)3>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is alc acylation anhydride bismuth triflate catalyst.
Bi(OTf)3-catalyzed acylation of alcs. with acid anhydride was evaluated in comparison with other acylation methods. The Bi(OTf)3-acid anhydride protocol was so powerful that sterically demanding or tertiary alcs. could be acylated smoothly. Less reactive acylation reagents such as benzoic and pivalic anhydride are also activated by this catalysis. In these cases, a new technol. was developed in order to overcome difficulty in separation of the acylated product from the remaining acylating reagent: methanolysis of the unreacted anhydride into easily separable Me ester realized quite easy separation of the desired acylation product. The Bi(OTf)3-acid anhydride protocol was applicable to a wide spectrum of alcs. bearing various functionalities. Acid-labile THP- or TBS-protected alc., furfuryl alc., and geraniol could be acylated as well as base-labile alcs. Even acylation of functionalized tertiary alcs. was effected at room temperature
Journal of Organic Chemistry published new progress about Acylation. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics