78597-75-8Relevant academic research and scientific papers
Stereospecific radical addition of isopropanol and n-butanal to (5R)-(l-menthyloxy)furan-2(5H)-one
Belokon', Yu. N.,Kochetkov, K. A.,Moskalenko, M. A.,Raevsky, N. I.,Savel'eva, T. F.,et al.
, p. 517 - 519 (1995)
The radical addition of PriOH and n-butanal to (5R)-5-(l-menthyloxy)furan-2(5H)-one occurs regio- and diastereospecifically at position 4 of the furanone ring. - Keywords: diastereoselectivity, regioselectivity, radical addition, (5R)-5-(l-menthyloxy)furan-2(5H)-one, 2-propanol, n-butanal, (1)H, (13)C NMR spectra
Parallel microflow photochemistry: Process optimization, scale-up, and library synthesis
Yavorskyy, Alexander,Shvydkiv, Oksana,Hoffmann, Norbert,Nolan, Kieran,Oelgem?ller, Michael
, p. 4342 - 4345 (2012)
A novel, multimicrocapillary flow reactor (MμCFR) was constructed and applied to a series of sensitized photoadditions involving 2(5H)-furanones. The reactor allowed for rapid and energy-, time-, and space-efficient sensitizer screening, process optimizat
Stereoselective intermolecular addition of ketyl radicals generated from ketones by photoinduced electron transfer
Brulé, Cédric,Hoffmann, Norbert
, p. 69 - 72 (2002)
Ketyl radicals were produced from ketones by photochemical electron transfer and subsequent proton transfer from tertiary amines. These radicals were stereoselectively added to (5R)-5-(-)-menthyloxy-2[5H]-furanone 1. Due to their low reactivity, the α-ami
Photosensitized addition of isopropanol to furanones in a continuous-flow dual capillary microreactor
Yavorskyy, Alexander,Shvydkiv, Oksana,Nolan, Kieran,Hoffmann, Norbert,Oelgem?ller, Michael
, p. 278 - 280 (2011)
A novel continuous-flow photoreactor with parallel capillaries was constructed and successfully tested for the DMBP-sensitized addition of isopropanol to furanones. Complete conversions were achieved after a maximum of 10 min of irradiation with a single
Highly diastereoselective addition of photochemically generated radicals to (5R)-(-)-menthyloxy-2[5H]-furanone - Synthesis of (-)-terebic acid
Hoffmann
, p. 879 - 886 (2007/10/02)
Photochemically generated ketyl and 2-dioxolanyl radicals are added with high diastereoselectivity (de > 95%) to (5R)-(-)-5-menthyloxy-2[5H]-furanone. This reaction is used for the asymmetric synthesis of (-)-terebic acid. The double bond is attacked by t
