165115-71-9

Upstream product

• 96021-69-1 N-lithio-(4S)-4-isopropyl-2-oxazolidone 
• 182009-37-6 4-(2,4-Difluoro-phenyl)-pent-4-enoyl chloride 

Downstream Products

• 165115-77-5 (S)-3-[(R)-2-Benzyloxymethyl-4-(2,4-difluoro-phenyl)-pent-4-enoyl]-4-isopropyl-oxazolidin-2-one 
• 17016-83-0 (4S)-4-isopropyl-1,3-oxazolidin-2-one 
• 149809-43-8 (2R-cis)-2-(2,4-difluorophenyl)-4-[[(4-methylphenyl)sulfonyloxy]methyl]-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran 
• 165115-78-6 (S)-2-Benzyloxymethyl-4-(2,4-difluoro-phenyl)-pent-4-en-1-ol 
• 149882-18-8 [(3S,5S)-5-(2,4-Difluoro-phenyl)-5-[1,2,4]triazol-1-ylmethyl-tetrahydro-furan-3-yl]-methanol 
• 165115-83-3 1-[(2R,4R)-4-Benzyloxymethyl-2-(2,4-difluoro-phenyl)-tetrahydro-furan-2-ylmethyl]-1H-[1,2,4]triazole 

Relevant academic research and scientific papers

Concise asymmetric routes to 2,2,4-trisubstituted tetrahydrofurans via chiral titanium imide enolates: Key intermediates towards synthesis of highly active azole antifungals Sch 51048 and Sch 56592

Two complimentary approaches to the key (-)-(2R)-cis-tosylate 1 and its (+)-(2S)-enantiomer 15 via generation of chiral imide enolates having a 2,2-disubstituted olefin functionality in the β-position, are described. In a 'protecting group free' sequence, reaction of the titanium enolate generated from (4R)-benzyl-2-oxazolidinone derived imide 5b with s-trioxane provided a convenient intermediate 19 which could be directly subjected to 2,4-diastereoselective iodocyclization.