153000-32-9

Upstream product

• 61550-02-5 (furan-2-yloxy)-trimethylsilane 
• 153000-31-8 (2R,3R)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionaldehyde 
• 181534-66-7 (R)-5-[(1R,2R,3R)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-1-trimethylsilanyloxy-propyl]-5H-furan-2-one 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 145041-33-4 S-tert-butyl (2R,3R)-2-benzyloxy-3-hydroxy-3-phenylpropanethioate 
• 133756-18-0 S-tert-butyl 2-(benzyloxy)ethanethioate 
• 189079-66-1 (2R,3R)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-thiopropionic acid S-tert-butyl ester 
• 153000-30-7 methyl (2R,3R)-2-benzyloxy-3-tert-butyldimethylsilyloxy-3-phenylpropanoate 
• 153063-58-2 methyl (2R,3R)-2-benzyloxy-3-hydroxy-3-phenylpropanoate 

Downstream Products

• 181534-66-7 (R)-5-[(1R,2R,3R)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-1-trimethylsilanyloxy-propyl]-5H-furan-2-one 
• 153000-33-0 (+)-(1'S,2'R,3'R,4R)-4-(1',2',3'-trihydroxy-3'-phenylpropyl)-2-buten-4-olide 
• 181534-67-8 (5R,6S)-6-[(1S,2R)-1-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5-trimethylsilanyloxy-5,6-dihydro-pyran-2-one 
• 194355-04-9 Acetic acid (2R,3R)-2-[(1S,2R)-1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester 
• 194355-02-7 Acetic acid (2R,3S)-2-[(1S,2R)-1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester 
• 194355-01-6 (5S,6R)-6-[(1S,2R)-1-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5-hydroxy-5,6-dihydro-pyran-2-one 
• 194355-09-4 (R)-6-((1R,2S)-1-Benzyloxy-2-hydroxy-2-phenyl-ethyl)-5,6-dihydro-pyran-2-one 
• 194355-07-2 (R)-6-((1R,2R)-1-Benzyloxy-2-hydroxy-2-phenyl-ethyl)-5,6-dihydro-pyran-2-one 
• 194355-00-5 4-Nitro-benzoic acid (2R,3S)-2-[(1S,2R)-1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-6-oxo-3,6-dihydro-2H-pyran-3-yl ester 
• 194355-08-3 4-Nitro-benzoic acid (1S,2S)-2-benzyloxy-2-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenyl-ethyl ester 
• 194355-05-0 (R)-6-[(1S,2R)-1-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-3,6-dihydro-pyran-2-one 
• 194355-06-1 (R)-6-[(1S,2R)-1-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5,6-dihydro-pyran-2-one 
• 194355-10-7 (-)-(1R,5R,7S,8R)-8-benzyloxy-7-phenyl-2,6-dioxabicyclo[3.3.1]nonan-3-one 

Relevant academic research and scientific papers

Stereoselective Syntheses of (+)-Goniotriol, (+)-8-Acetylgoniotriol, (+)-Goniodiol, (+)-9-Deoxygoniopypyrone, (+)-Altholactone, and (-)-Goniofupyrone

The γ-lactone intermediate (-)-7, derived from (+)-tricarbonyl(η6-o-(trimethylsilyl)benzaldehyde)chromium(0) complex, was efficiently converted into the corresponding δ-lactone intermediate (-)-11. This second intermediate has been shown to be a versatile compound for stereoselective syntheses of natural styryllactones possessing a six-membered lactone moiety, isolated from Goniothalamus giganteus, by transforming it into (+)-goniotriol, (+)-8-acetylgoniotriol, (+)-goniodiol, (+)-9-deoxygoniopypyrone, (+)-altholactone, and (-)-goniofupyrone.

Studies on total syntheses of antitumor styryllactones: Stereoselective total syntheses of (+)-goniofufurone, (+)-goniobutenolide A, and (-)-goniobutenolide B

A highly stereoselective aldol reaction of the aldehyde 11, derived from (+)-tricarbonyl(η6-2-trimethylsilylbenzaldehyde)chromium(0) complex (4), with 2-trimethylsilyloxyfuran afforded the γ-lactone derivative 13. The γ-lactone 13 was subsequently converted into three antitumor styryllactones, (+)-goniofufurone, (+)-goniobutenolide A, and (-)-goniobutenolide B.

An optically active chromium(0)-complexed benzaldehyde derivative in organic synthesis: A highly stereocontrolled total synthesis of (+)-goniofufurone

An antitumor styryl-lactone, (+)-goniofufurone was synthesized in a highly diastereoselecdve manner from (+)-tricarbonyl(η6-2-trimethylsilylbenzaldehyde)chromium(0) complex through stereoselective aldol reactions as crucial steps.