Synthesis of α‐Acyloxy‐α′‐hydroxy Ketones via Cyclic Carbonate Intermediates Generated from Tertiary Bromopropargylic Alcohols and Cs 2 CO 3

• Published in: European journal of organic chemistry Vol. 2019; no. 42; pp. 7117 - 7121
• Main Authors: Shemyakina, Olesya A., Volostnykh, Ol'ga G., Stepanov, Anton V., Ushakov, Igor' A.
• Format: Journal Article
• Language: English
• Published: 14-11-2019
• ISSN: 1434-193X; 1099-0690
• DOI: 10.1002/ejoc.201901226

A facile approach towards α‐acyloxy‐α′‐hydroxy ketones by reaction of readily available tertiary bromopropargylic alcohols and carboxylic acids in system Cs
2
CO
3
/H
2
O/DMF (50–55 °C, 4 h) was developed. Key intermediates of this synthesis are cyclic carbonates generated in situ from bromopropargylic alcohols and Cs
2
CO
3
which have been utilized as both reagent and base promoter.