1316643-95-4

Upstream product

• 1175994-84-9 (E)-6-(tert-butyldimethylsilyloxy)hex-2-en-4-yn-1-ol 
• 1316643-85-2 (4R,5S)-6-(benzyloxy)-4-fluorohex-2-yne-1,5-diol 
• 1316643-86-3 (Z,4R,5S)-6-(benzyloxy)-4-fluorohex-2-ene-1,5-diol 
• 1316643-91-0 (8R,9S,Z)-9-(benzyloxymethyl)-8-fluoro-2,2,11,11,12,12-hexamethyl-3,3-diphenyl-4,10-dioxa-3,11-disilatridec-6-ene 
• 1316643-92-1 (2S,3R,Z)-2-(tert-butyldimethylsilyloxy)-6-(tert-butyldiphenylsilyloxy)-3-fluorohex-4-en-1-ol 
• 1316643-93-2 (2S,3R,Z)-2-(tert-butyldimethylsilyloxy)-6-(tert-butyldiphenylsilyloxy)-3-fluorohex-4-enal 
• 1316643-94-3 (8R,9S,2Z,6E)-8-fluoro-2,2,11,11,12,12-hexamethyl-3,3-diphenyl-9-styryl-4,10-dioxa-3,11-disilatridec-6-ene 
• 1316643-82-9 ((2S,3S)-3-(3-(tert-butyldimethylsilyloxy)prop-1-ynyl)oxiran-2-yl)methanol 
• 1316643-83-0 (3-((2S,3S)-3-((benzyloxy)methyl)oxiran-2-yl)prop-2-ynyloxy)(tert-butyl)dimethyl-silane 
• 1316643-84-1 3-((2S,3S)-3-((benzyloxy)methyl)oxiran-2-yl)prop-2-yn-1-ol 
• 165404-59-1 6-(tert-butyldimethylsilyloxy)hexa-2,4-diyn-1-ol 

Downstream Products

• 1316643-81-8 (5R,6S)-5-fluoro-5,6-dihydro-6-styrylpyran-2-one 

Relevant academic research and scientific papers

Synthesis of γ-monofluorinated goniothalamin analogues via regio- and stereoselective ring-opening hydrofluorination of epoxide

A stereoselective synthesis of the biologically interesting γ-monofluorinated goniothalamin analogue 2a was described. The features of the synthesis included regioselective reduction of the unprotected hydroxypropynyl moiety of compound 10 by Red-Al, asymmetric Sharpless epoxidation of allyl alcohol 11, and regio- and stereoselective ring-opening hydrofluorination of the hydroxypropynyl epoxide 14 with Et3N? 3HF in high ee and dr. The chiral hydroxypropynyl fluorohydrin 15 was used as a valuable building block for preparation of a range of γ-monofluorinated α,β-unsaturated δ-lactones.