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

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 bromopropargy...

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Bibliographic Details
Published in:European journal of organic chemistry 2019-11, Vol.2019 (42), p.7117-7121
Main Authors: Shemyakina, Olesya A., Volostnykh, Ol'ga G., Stepanov, Anton V., Ushakov, Igor' A.
Format: Article
Language:English
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Summary: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.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201901226