694520-58-6

Upstream product

• 79868-78-3 (S)-(-)-2-amino-1,1,3-triphenyl-1-propanol 
• 108-24-7 acetic anhydride 
• 191274-50-7 (S)-4,4-diphenyl-5-benzyloxazolidin-2-thione 
• 63-91-2 L-phenylalanine 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 

Relevant academic research and scientific papers

Total Synthesis of the Marine Macrolide Amphidinolide F

A new and efficient convergent approach toward the synthesis of amphidinolide F is described through the assembly of three fragments. The two trans-tetrahydrofurans were built by a diastereoselective C-glycosylation with titanium enolate of bulky N-acetyloxazolidinethiones. The side chain was inserted by a Liebeskind-Srogl cross-coupling reaction. A sulfone condensation/desulfonylation sequence, a Stille cross-coupling, and a macrolactonization were applied to connect the fragments.

Highly Diastereoselective Synthesis of trans-2,5-Disubstituted Tetrahydrofurans

trans-2,5-Disubstituted tetrahydrofurans were obtained as major diastereomers (trans / cis ratio 90:10-100: 0) when acetylated y-lactols derived from (S)-glutamic acid were treated with titanium enolates of N-acetyl (R)-oxazolidin-2-thiones. A simple tran