Oxazolium salts acyl carbanion equivalents

The most systematically investigated acyl anion equivalents have been the IMS ethers of aromatic and heteroaromatic aldehyde cyanohydrins, TBDMS-protected cyanohydrins, benzoyl-protected cyanohydrins, alkoxycarbonyl-protected cyanohydrins, THP-protected cyanohydrins, ethoxyethyl-protected cyanohydrins, a-(dialkylamino)nitriles, cyanophosphates, diethyl l-(trimethylsiloxy)-phenylmethyl phosphonate and dithioacetals. Deprotonation of these masked acyl anions under the action of strong base, usually LDA, followed by treatment with a wide variety of electrophiles is of great synthetic value. If the electrophile is another aldehyde, a-hydroxy ketones or benzoins are formed. More recently, the acyl carbanion equivalents formed by electroreduction of oxazolium salts were found to be useful for the formation of ketones, aldehydes or a-hydroxy ketones (Scheme 4). a-Methoxyvinyl-lithium also can act as an acyl anion equivalent and can be used for the formation of a-hydroxy ketones, a-diketones, ketones, y-diketones and silyl ketones. - ... 

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See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

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