195874-05-6

Upstream product

• 13171-64-7 Dimethyl D-tartrate 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 100-39-0 benzyl bromide 

Downstream Products

• 872167-99-2 (2S,3S,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-oxopentanoate 
• 1268617-58-8 (2S,3S,SS)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-oxopentanoate 
• 1053654-41-3 (2S,3R,4R,SR)-2,3-bis-benzyloxy-4-hydroxy-1-phenyl-5-(p-tolylsulfinyl)-pentan-1-one 
• 1268617-54-4 (2R,3S,4R,5S,SS)-3,4-bis(benzyloxy)-5-phenyl-2-[(p-tolylsulfinyl)methyl]-tetrahydrofuran 
• 1268617-55-5 (2R,3S,4R,5R,SS)-3,4-bis(benzyloxy)-5-phenyl-2-[(p-tolylsulfinyl)methyl]-tetrahydrofuran 
• 1268617-60-2 (2S,3R,4R,SS)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-hydroxypentanoate 
• 1268617-59-9 (3S,4S,5R,SS)-5-[(p-tolylsulfinyl)methyl]-3,4-bis(benzyloxy)-dihydrofuran-2-one 
• 872168-01-9 (2S,3R,4R,SR)-methyl 5-(p-tolylsulfinyl)-2,3-bis(benzyloxy)-4-hydroxypentanoate 
• 872168-02-0 (3S,4S,5R,SR)-5-[(p-tolylsulfinyl)methyl]-3,4-bis(benzyloxy)-dihydrofuran-2-one 

Relevant academic research and scientific papers

The effect of sulfoxides on the stereoselective construction of tetrahydrofurans: Total synthesis of (+)-goniothalesdiol

Good to excellent stereoselectivities were achieved in the reductive cyclization (with Et3SiH/trimethylsilyl trifluoromethanesulfonate (TMSOTf)) of enantiopure hydroxy sulfinyl ketones en route to 2,5-cis-disubstituted tetrahydrofuran skeletons

Total stereoselective synthesis of (+)-goniothalesdiol

(Chemical Equation Presented) The stereoselective synthesis of (+)-goniothalesdiol (1) was accomplished in nine steps starting from commercially available (-)-(2S,3S)-dimethyl D-tartrate (3). The key features were a completely diastereoselective reduction