99885-53-7

Upstream product

• 83-25-0 N-phenylmaleimide 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 

Downstream Products

• 144785-22-8 (3S,4S)-1-Phenyl-3,4-bis-(thiophen-2-yl-trimethylsilanyloxy-methyl)-pyrrolidine-2,5-dione 
• 144785-21-7 (3S,4S)-3,4-Bis-[(4-chloro-phenyl)-trimethylsilanyloxy-methyl]-1-phenyl-pyrrolidine-2,5-dione 
• 144785-19-3 (3S,4S)-1-Phenyl-3,4-bis-[(3,4,5-trimethoxy-phenyl)-trimethylsilanyloxy-methyl]-pyrrolidine-2,5-dione 
• 144785-17-1 (3R,4R)-1-Phenyl-3,4-bis-(phenyl-trimethylsilanyloxy-methyl)-pyrrolidine-2,5-dione 
• 144785-18-2 (3R,4R)-3,4-Bis-[(4-methoxy-phenyl)-trimethylsilanyloxy-methyl]-1-phenyl-pyrrolidine-2,5-dione 
• 144785-20-6 (3S,4S)-1-Phenyl-3,4-bis-[(2,3,4-trimethoxy-phenyl)-trimethylsilanyloxy-methyl]-pyrrolidine-2,5-dione 
• 144785-26-2 (3E,4E)-3,4-bis(4-methoxybenzylidene)-1-phenylpyrrolidine-2,5-dione 
• 144785-27-3 3,4-Bis-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-1-phenyl-pyrrolidine-2,5-dione 
• 144785-31-9 3-Isopropylidene-4-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-1-phenyl-pyrrolidine-2,5-dione 
• 144785-32-0 3-Isopropylidene-4-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-1-phenyl-pyrrolidine-2,5-dione 
• 144785-33-1 3-Isopropylidene-1-phenyl-4-[1-thiophen-2-yl-meth-(E)-ylidene]-pyrrolidine-2,5-dione 
• 144785-34-2 3-Isopropylidene-1-phenyl-4-[1-thiophen-2-yl-meth-(Z)-ylidene]-pyrrolidine-2,5-dione 
• 144785-28-4 1-Phenyl-3,4-bis-[1-(2,3,4-trimethoxy-phenyl)-meth-(Z)-ylidene]-pyrrolidine-2,5-dione 
• 144785-24-0 (3S,4S)-3-[(4-Methoxy-phenyl)-trimethylsilanyloxy-methyl]-4-(1-methyl-1-trimethylsilanyloxy-ethyl)-1-phenyl-pyrrolidine-2,5-dione 

Relevant academic research and scientific papers

The 'Silyl-Stobbe condensation' - Synthesis of fulgimides

Organooxyalkylation of 2,5-bis(trimethylsiloxy)-1-phenylpyrrole (1) with aromatic aldehydes 2 and acetone (5) is achieved to yield 2,3-bis[aryl(trimethylsiloxy)methyl]-N-phenylsuccinimides 4 and 2-[aryl(trimethylsiloxy)methyl]-3-[1-methyl-2-(trimethylsilo

Reactions of Trialkylsilyl Trifluoromethanesulfonates, VIII. - Synthesis of O-(Trimethylsilyl)ketene O,N-Acetals, 2,5-Bis(trimethylsiloxy)pyrroles, -furans, and -thiophenes

Ketene O,N-acetals 3, 4, 6, 8 are obtained from N,N-diarylcarboxamides and N-acetylheterocycles 5, 7 by silylation with trimethylsilyl triflate (2) in the presence of triethylamine.Analogous reactions of carboxamides 9 and N-acyllactams 11 yield the keten

Two Total Syntheses of Showdomycin and Related Studies

After a series of model reactions, D-ribose (2) was reacted with 3-(triphenylphosphoranylidene)-2,5-pyrrolidinedione (8a) in THF at reflux to produce 3(E)-2(S),3(S),4(R),5-tetrahydroxy-1-pentylidene)-2,5-pyrrolidinedione (35) (75 percent).Subsequent cyclization of 35 using phenylselenyl chloride followed by hydrogen peroxide gave showdomycin (1) (13 percent) and epi-showdomycin (36) (41 percent).Using a similar strategy 2,3-O-isopropylidene-D-ribose (37b) was reacted sequentially with 1-(triphenylmethyl)-3-(triphenylphosphoranylidene)-2,5-pyrrolidinedione (8b), phenylselenyl chloride, hydrogen peroxide, and trifluoroacetic acid to give (1) (3 percent overall).