138665-69-7Relevant academic research and scientific papers
An efficient prins cyclization for stereoselective synthesis of tetrahydropyran from imines and homoallyl alcohols
Liu, Congrong,Cheng, Daojuan,Yang, Fulai
, p. 1095 - 1098 (2014)
An unprecedented protocol has been developed for the efficient synthesis of substituted tetrahydropyrans via a bismuth-promoted Prins cyclization of imines with homoallyl alcohols. In the presence of 40 mol% BiCl3, a wide variety of imines react smoothly with homoallyl alcohols at room temperature to give the corresponding 4-chlorotetrahydropyran derivatives in good to excellent yields.
Unprecedented synergistic effects between weak Lewis and Bronsted acids in Prins cyclization
Borkar, Prashant,Van De Weghe, Pierre,Reddy, B. V. Subba,Yadav,Gree, Rene
supporting information; experimental part, p. 9316 - 9318 (2012/09/22)
Novel synergistic effects between Lewis and Bronsted acids in Prins cyclization are reported. Non-reactive Lewis acids and non-reactive Bronsted acids, which failed to perform Prins cyclization when used alone, have shown remarkable synergistic effects wh
Asymmetric Synthesis of 2-Aryl-Tetrahydropyrans via Arene Chromium Tricarbonyl Methodology 1: cis-2-Aryl-4-Chloro-Tetrahydropyrans
Davies, Stephen G.,Donohoe, Timothy J.,Lister, M. Anne
, p. 1085 - 1088 (2007/10/02)
Treatment of acetals derived from ortho substituted benzaldehyde chromium tricarbonyl complexes and methanol with homoallylic alcohol and titanium tetrachloride produces the corresponding (RS,RS,SR,RS)-cis-2-aryl-4-chloro-tetrahydropyran complexes completely diastereoselectively.Thus, by this method, homochiral (R)-(-)-o-anisaldehyde chromium tricarbonyl is converted, after decomplexation, to homochiral (R,S)-(+)-cis-2-o-anisyl-4-chloro-tetrahydropyran.
