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2005
Pyridine derivatives
R 0380
A One-Pot Synthesis of Doubly Unsaturated Trifluoromethyl Amines: Easy Access to CF3-Substituted Piperidines. — Starting from acetaldimines (I), double ally32- 142 lation
can be performed in one pot by use of activated zinc. In some cases, the addition
of stoichiometric or catalytic amounts of CuI improves the yields. Subsequent
ring-closing metathesis reaction of the resulting amines gives the desired piperidines.
Under Pauson—Khand conditions these amines are converted into heterobicyclic compounds. An efficient asymmetric version is also performed providing the products with
excellent diastereoselectivity. — (MAGUEUR, G.; LEGROS, J.; MEYER, F.;
OUREVITCH, M.; CROUSSE, B.; BONNET-DELPON*, D.; Eur. J. Org. Chem.
2005, 7, 1258-1265; BIOCIS-CNRS, Cent. Etud. Pharm., Univ. Paris-Sud, F-92296
Chatenay-Malabry, Fr.; Eng.) — Klein
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