SILANE, TRIMETHYL Silyl enol ethers

Several examples of Bi(0Tf)34H20-catalyzed Mannich-type reactions of various A-benzyloxycarbonylamino sulfones 1 with silyl enol ethers are summarized in Table 5. A-Benzyloxycarbonylamino sulfones 1 derived from differently substituted benzaldehydes were reacted with trimethyl(l-phenylvinyloxy)silane in dichloromethane at room temperature. The corresponding (3-amino ketones 24 were smoothly obtained (Table 5, entries 1-6). The reaction was efficient using electron-deficient benzaldehyde-derived sulfones, and the corresponding (3-amino ketones 24... 

Trimethyl(prop-l-en-2-yloxy)silane afforded (3-amino ketone 24u in good yield (Table 5, entry 10). Silyl enol ethers derived from 3-pentanone and cyclopentanone smoothly afforded (3-amino ketones 24v and 24w, respectively (Table 5, entries 11 and 12). Tetrasubstituted silyl enol ethers readily produced the expected products 24x and 24g (Table 5, entries 13 and 14). 

ACETONE TRIMETHYLS ILVL ENOL ETHER SILANE, (ISOPROPE NYLOXY )TR IMETHYL SILANE, TRIMETHYL[(1-METHYLETHENYL)0XY]- (1833-53-0), 65, 1 Acetonitrile, purification, 66, 101 Acetophenone Ethanone, 1-phenyl- (98-86-2), 65, 6, 119 Acetophenone silyl enol ether Silane, trimethyl[(1-phenylvinyl)oxy] Silane, tririethyl[(l-phenylethenyl )oxy]- (13735-81-4), 65, 12 4-ACET OXYAZET ID IN-2-ONE 2-AZET IDINONE, 4-HYDROXY-ACETATE (ESTER) 2-AZET ID1N0NE, 4-(ACETYL0XY)- (2 8562 - 53-0), 65, 135 Acetylene Ethyne (74-86-2), 65, 61... 

Acetophenone Ethanone, 1-phenyl- (98-86-2), 65, 6, 119 Acetophenone silyl enol ether Silane, trimethyl[(1-phenylvinyl)oxy]- ... 

Benzaldehyde reacts with trimethyl(pcrfluorophenyl)silane/potassium fluoride in a fashion similar to that described by Olah for trimethyl(trifluoromethyl)silanc, togive(perfluorophenyl)-phenyl(trimethylsiloxy)methane.In the absence of potassium fluoride the reaction requires a temperature of 170 C. Other nucleophiles, such as cyanide, in place of fluoride cause trimethyl(perfluorophenyl)silane to react with ketones to produce silyl enol ethers which result from abstraction of an a-hydrogen by... 

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