Enantioselective synthesis of a chiral fluoropiperidine via asymmetric hydrogenation of a vinyl fluoride
…, JV Mitten, PG Dormer, D Mowrey, F Machrouhi, Y Sun…
Index: Krska, Shane W.; Mitten, Jeffrey V.; Dormer, Peter G.; Mowrey, Dale; Machrouhi, Fouzia; Sun, Yongkui; Nelson, Todd D. Tetrahedron, 2009 , vol. 65, # 44 p. 8987 - 8994
Full Text: HTML
Citation Number: 16
Abstract
Asymmetric hydrogenation of a vinyl fluoride derivative gives efficient access to enantioenriched 1, 3, 4-trisubstituted piperidine 1 with a stereogenic alkyl fluoride center. Extensive catalyst screening across transition metals and chiral ligands identified only one catalyst, a Rh/Walphos complex, that gives high conversion, enantioselectivity and chemoselectivity for olefin reduction over defluorination. The presence of acid additives in ...
Related Articles:
Synthesis of tetrakis (multifluoro-4-pyridyl) porphin derivatives as acetylcholinesterase inhibitors
[Moon, Sin Chul; Shin, Jung-Hyu; Jeong, Bong Ho; Kim, Hee Seok; Yu, Byung Soo; Lee, Ji-Sook; Lee, Bang Sook; Namgoong, Sung Keon Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 13 p. 1435 - 1438]
[Timperley, Christopher M.; Banks, R. Eric; Young, Ian M.; Haszeldine, Robert N. Journal of Fluorine Chemistry, 2011 , vol. 132, # 8 p. 541 - 547]
[Timperley, Christopher M.; Banks, R. Eric; Young, Ian M.; Haszeldine, Robert N. Journal of Fluorine Chemistry, 2011 , vol. 132, # 8 p. 541 - 547]
[Timperley, Christopher M.; Banks, R. Eric; Young, Ian M.; Haszeldine, Robert N. Journal of Fluorine Chemistry, 2011 , vol. 132, # 8 p. 541 - 547]
[Timperley, Christopher M.; Banks, R. Eric; Young, Ian M.; Haszeldine, Robert N. Journal of Fluorine Chemistry, 2011 , vol. 132, # 8 p. 541 - 547]