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Reductive Amination/Cyclization of ω‐Trifluoromethyl Keto Esters to Trifluoromethylated δ‐Amino Alcohols and Lactams
Author(s) -
Wan Wen,
Hou Jie,
Jiang Haizhen,
Yuan Zongqian,
Ma Goubin,
Zhao Gang,
Hao Jian
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200901424
Subject(s) - chemistry , reductive amination , trifluoromethyl , amination , organic chemistry , ring (chemistry) , medicinal chemistry , combinatorial chemistry , catalysis , alkyl
A reductive amination/cyclization approach towards biologically interesting trifluoromethylated four‐ to seven‐membered ring lactams from simply prepared ω‐trifluoromethyl keto esters in good to excellent yields has been developed. In addition, trifluoromethylated δ‐amino alcohols were also obtained directly from an unexpected reduction of the corresponding γ‐imino esters in the presence of an excess amount of NaBH 4 .