145041-33-4

Upstream product

• 133756-18-0 S-tert-butyl 2-(benzyloxy)ethanethioate 
• 100-52-7 benzaldehyde 
• 19810-31-2 Benzyloxyacetyl chloride 

Downstream Products

• 153063-58-2 methyl (2R,3R)-2-benzyloxy-3-hydroxy-3-phenylpropanoate 
• 145041-34-5 (2R,3S)-3-Azido-2-benzyloxy-3-phenyl-thiopropionic acid S-tert-butyl ester 
• 189079-66-1 (2R,3R)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-thiopropionic acid S-tert-butyl ester 
• 153000-33-0 (+)-(1'S,2'R,3'R,4R)-4-(1',2',3'-trihydroxy-3'-phenylpropyl)-2-buten-4-olide 
• 153000-34-1 (+)-(1'S,2'R,3'R,4R)-4-(2'-benzyloxy-1',3'-dihydroxy-3'-phenylpropyl)-2-buten-4-olide 
• 153000-31-8 (2R,3R)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionaldehyde 
• 153000-32-9 (R)-5-[(1R,2S,3R)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-3-phenyl-propyl]-5H-furan-2-one 
• 154136-24-0 S-tert-butyl (2R,3S)-2-benzyloxy-3-tert-butoxycarbonylamino-3-phenylpropanethioate 
• 154136-25-1 methyl (2R,3S)-2-benzyloxy-3-tert-butoxycarbonylamino-3-phenylpropanoate 
• 145041-36-7 S-tert-butyl (2R,3S)-3-benzoylamino-2-benzyloxy-3-phenylpropanethioate 
• 145041-37-8 methyl (2R,3S)-3-benzoylamino-2-benzyloxy-3-phenylpropanethioate 
• 145041-35-6 (2R,3S)-3-Amino-2-benzyloxy-3-phenyl-thiopropionic acid S-tert-butyl ester 
• 124605-42-1 methyl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropionate 
• 32981-85-4 methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate 

Relevant academic research and scientific papers

Highly enantio- and diastereoselective boron aldol reactions of α-heterosubstituted thioacetates with aldehydes and silyl imines

Boron enolates derived from α-heterosubstituted thioacetates and bearing menthone-derived chiral ligands react with aldehydes to give anti aldols with excellent diastero- and enantiocontrol. Boron enolates derived from tert-butyl α-halothioacetate and bearing menthone-derived chiral ligands react with imines with excellent diastero- and enantiocontrol to give syn α-halo-β-aminothioesters, which can be converted to the corresponding aziridines by simple ring closure during LAH reduction. A key precursor of antibiotics (+)-thiamphenicol and (-)-florfenicol was synthesized.

A Highly Enantio- and Diastereoselective Aldol Reaction for α-Heterosubstituted Thioacetates

Boron enolates derived from α-heterosubstituted thioacetates and bearing menthonederived chiral ligands reacts with aldehydes to give anti aldols with excellent diastereo- and enantiocontrol.

Highly stereocontrolled asymmetric syntheses of taxol and taxotere C-13 side chain analogues

Asymmetric aldol reaction of (+)-tricarbonyl(η6-2-trimethylsilylbenzaldehyde)chromium(0) complex (4) with titanium enolate of S-tert-butyl benzyloxyethanethioate (10) provided, after consecutive desilylation and decomplexation, anti-aldol product 15 in a highly stereo selective manner. Anti-product 15 was subsequently converted to (2R,3S)-N-benzoyl- and N-tert-butoxycarbonyl-3-phenylisoserine methyl esters (23 and 24), C-13 side chain analogues of taxol (1) and taxotere (2).

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.

An optically active chromium(0)-complexed benzaldehyde in organic synthesis: A highly stereocontrolled asymmetric synthesis of (2R,3S)-(-)-N-benzoyl-3-phenylisoserine methyl ester, the taxol C-13 side chain analogue

An asymmetric aldol reaction of (+)-chromium(0)-complexed benzaldehyde 4 with the titanium enolate generated from the ethanethioate 5 provided the anti-aldol product 6 in a highly stereoselective manner, which was subsequently converted to the taxol C-13 side chain.