1,8‐Diazabicyclo[5.4.0]undec‐7‐ene (DBU) Catalyzed Regiospecific and Diastereoselective Reaction of Chiral  N ‐( tert ‐Butanesulfinyl)ketimines and  α , β ‐Unsaturated Trifluoromethyl Ketones | Zendy

Zhang Fan | Zendy; Liu Zhenjiang | Zendy; Liu Jintao | Zendy

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1,8‐Diazabicyclo[5.4.0]undec‐7‐ene (DBU) Catalyzed Regiospecific and Diastereoselective Reaction of Chiral N ‐( tert ‐Butanesulfinyl)ketimines and α , β ‐Unsaturated Trifluoromethyl Ketones

Author(s) -

Zhang Fan,

Liu Zhenjiang,

Liu Jintao

Publication year - 2011

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.201100133

Subject(s) - chemistry , trifluoromethyl , catalysis , medicinal chemistry , ene reaction , organic chemistry , alkyl

The reaction of chiral N ‐( tert ‐butanesulfinyl)ketimines and α , β ‐unsaturated trifluoromethyl ketones catalyzed by DBU was achieved under mild conditions. 1,2‐Addition products, precursors of chiral trifluoromethylated 1,3‐amino alcohols, were obtained diastereoselectively ( dr value up to 95:5) in moderate yields (up to 76%). A possible catalytic cycle was proposed.

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