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

Shemyakina Olesya A. | Zendy; Volostnykh Ol'ga G. | Zendy; Stepanov Anton V. | Zendy; Ushakov Igor' A. | Zendy

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

Author(s) -

Shemyakina Olesya A.,

Volostnykh Ol'ga G.,

Stepanov Anton V.,

Ushakov Igor' A.

Publication year - 2019

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201901226

Subject(s) - chemistry , reagent , tertiary alcohols , carbonate , organic chemistry , ketone , carboxylic acid , alcohol , medicinal chemistry

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.

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