153000-33-0

Upstream product

• 189079-66-1 (2R,3R)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-thiopropionic acid S-tert-butyl ester 
• 153000-34-1 (+)-(1'S,2'R,3'R,4R)-4-(2'-benzyloxy-1',3'-dihydroxy-3'-phenylpropyl)-2-buten-4-olide 
• 153000-32-9 (R)-5-[(1R,2S,3R)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-3-phenyl-propyl]-5H-furan-2-one 
• 153000-30-7 methyl (2R,3R)-2-benzyloxy-3-tert-butyldimethylsilyloxy-3-phenylpropanoate 
• 153000-31-8 (2R,3R)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionaldehyde 
• 153063-58-2 methyl (2R,3R)-2-benzyloxy-3-hydroxy-3-phenylpropanoate 
• 145041-33-4 S-tert-butyl (2R,3R)-2-benzyloxy-3-hydroxy-3-phenylpropanethioate 

Downstream Products

• 136778-39-7 (+)-goniofufurone 

Relevant academic research and scientific papers

Total synthesis of four diastereoisomers of Goniofufurone from D-(-)- or L-(+)-tartaric acid

(+) and (-)-Goniofufurones, (+) and (-)-8-epi-goniofufurones have been synthesized from D-(-) and L-(+)-tartaric acids by the addition of ethyl lithiopropiolate to a chiral aldehyde intermediate as a key step, in which LDA is the best base compared to n-BuLi plus Lewis acid YCl3 (cat.).

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.