Ketones acylmalonates

Two methods for the formation of aldehydes embody C—C bond formation and then its cleavage by a reverse aldol reaction after reduction, and a third involves similar formation and breakage of a C—P bond. Reaction of esters with the sulfur compound (55 Scheme 26) affords ketones (56) which can be reduced with NaBHa at 0 °C to the alcohols (57). Simply warming this alcohol, or better, treating it with aqueous potassium carbonate, gives the aldehyde in about 95% yield for aromatic compounds but somewhat less for aliphatic dialdehydes can be obtained from diacids.Acylmalonates (58 Scheme 27)... [Pg.277]

The reagent is used in a general method for the conversion of an acid chloride into an acylmalonic ester which on hydrogenolysis and decarboxylation yields a methyl ketone. the procedure formulated is that used at one stage in the total synthesis of aldosterone. ... [Pg.102]

Hydrolysis and decarboxylation of acylmalonic esters, which also react as / -oxo acids, affords methyl ketones ... [Pg.1011]

Acylmalonic acid esters s. 11, 835 methyl ketones from carboxylic acids cf. H. Muxfeldt, B. 92, 3122 (1959)... [Pg.238]

Ketones from carboxylic acid chlorides via acylmalonic acid esters... [Pg.203]

Big Chemical Encyclopedia

Chemical substances, components, reactions, process design ...