Highly efficient synthesis of functionalized α-oxyketones via Weinreb amides homologation with α-oxygenated organolithiums.
Chem Commun (Camb)
; 52(48): 7584-7, 2016 Jun 18.
Article
in En
| MEDLINE
| ID: mdl-27220327
ABSTRACT
An efficient, chemoselective homologation of Weinreb amides to the corresponding variously substituted α-oxyketones has been developed via the addition of lithiated α-oxygenated species. This one-step, experimentally easy, high yielding protocol is amenable not only for accessing simple α-oxyketones but also for more complex substituted ones ranging from primary and secondary alkyl-type to aromatic ones. Full delivery of the stereochemical information contained in the starting materials is observed through both the employment of enantioenriched Weinreb amides and optically active organolithium species.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Chem Commun (Camb)
Journal subject:
QUIMICA
Year:
2016
Document type:
Article
Affiliation country:
Austria