Asymmetric synthesis of trifluoromethyl-piperidine based gamma-amino acids and of trifluoromethyl-indolizidines

作者：Jatoi Wahid Bux; Desiront Agnes; Job Aurelie; Troin Yves; Canet Jean Louis^*

来源：Journal of Fluorine Chemistry, 2013, 145: 8-17.

DOI：10.1016/j.jfluchem.2012.11.006

• Intramolecular Mannich reaction
• Asymmetric synthesis
• Trifluoromethyl-piperidines
• Trifluoromethyl-indolizidines

The asymmetric synthesis of trifluoromethyl-piperidine-based gamma-aminoacids and of indolizidines bearing a trifluoromethyl group is reported. These rarely described compounds are prepared in a highly enantio-enriched form employing as key step an intramolecular Mannich type process, involving an enantiopure Tfm-aminoketal and ethyl oxobutenoate as aldehyde partner. Used strategy together with obtained compounds allows the access to a wide range of Tfm-N-(poly)heterocycles, structures of obvious interest for the research of new bioactive drugs.

• 出版日期2013-1