1357261-80-3

Upstream product

• 1357261-63-2 (1S,2R,3S,4R)-2-(4-fluorophenyl)-3,4-epoxycyclopentan-1-ol 
• 1357261-89-2 (1S,2S,3S,4R)-1-(tert-butyldimethylsilyloxy)-2-(4-fluorophenyl)-3,4-epoxycyclopentane 
• 1357261-76-7 (1R,2S,3S)-3-(tert-butyldimethylsilyloxy)-2-(4-fluorophenyl)cyclopentan-1-ol 
• 1357261-78-9 (1S,2S,3S)-3-(tert-butyldimethylsilyloxy)-2-(4-fluorophenyl)cyclopentyl 3,5-dinitrobenzoate 
• 1357261-90-5 C₁₁H₁₆O₆ 
• 352-34-1 4-fluoro-1-iodobenzene 
• 60410-16-4 (1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate 
• 120520-91-4 (1R,4S)-4-(tert-butyldimethylsilyloxy)cyclopent-2-enol 
• 115074-49-2 (1R,4S)-4-[(tert-butyldimethylsilyl)oxy]-2-cyclopentene-1-yl acetate 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 1357261-82-5 C₂₅H₃₀FNO₃Si 
• 1357261-58-5 (1R,2S,3S)-3-(tert-butyldimethylsilyloxy)-2-(4-fluorophenyl)cyclopentanamine 
• 1357261-78-9 (1S,2S,3S)-3-(tert-butyldimethylsilyloxy)-2-(4-fluorophenyl)cyclopentyl 3,5-dinitrobenzoate 

Relevant academic research and scientific papers

Catalytic and enantioselective oxa-Piancatelli reaction using a chiral vanadium complex

An enantioselective oxa-Piancatelli reaction was established for the first time using a chiral vanadium(v) catalyst. The dual Br?nsted and Lewis acid properties of the vanadium catalyst afforded 4-hydroxycyclopent-2-enone derivatives in up to 90% yields and with 93:7 enantiomeric ratios, as well as >20:1 diastereomeric ratios.

Synthesis of an advanced intermediate toward the hNK-1 antagonist with the cyclopentane core

Allylic substitution of monomethoxyacetate of 4-cyclopentene-1,3-diol (91% ee) with 4-FC6H4ZnBr (4 equiv) and CuCl (30 mol%) gave anti-SN2 product, which upon epoxidation with MCPBA afforded -epoxide stereoselectively. The epoxide was reduced with LiEt3BH, and the resulting alcohol was converted into the targeted amine by using Mitsunobu reactions twice with 3,5-(O2N)2C6H 3CO2H and then with phthalimide. Georg Thieme Verlag Stuttgart · New York.