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Sintetic studies on the preparation of 2,6-Dissubistituted piperidines: stereoselective synthesis of 2,6-Lupetidine and Diidropinidine

Grant number: 08/04627-0
Support type:Scholarships in Brazil - Scientific Initiation
Effective date (Start): July 01, 2008
Effective date (End): December 31, 2009
Field of knowledge:Physical Sciences and Mathematics - Chemistry
Principal Investigator:Alcindo Aparecido dos Santos
Grantee:Fabio Graziane Zanin
Home Institution: Centro de Ciências Exatas e de Tecnologia (CCET). Universidade Federal de São Carlos (UFSCAR). São Carlos , SP, Brazil

Abstract

The reaction of hydroxy tellurides with organolithium gives the corresponding dianion. These di-lithium entities react with different eletrophiles such as aldehydes and ketones, giving the corresponding diols. These organometallics can be easily converted into other organometallics by transmetallation yielding cuprates, organocerium, organomagnesium and organozinc reagents. These new diannionic organometallics react with eletrophiles as expected. In this project will be investigated the reactions of dianionic organometallics from organotellurides with nitro-olefins and aziridines aiming the preparation of amino-alcohols which are precursors of biologically active natural products. Methodological studies will be carried out to determine the best experimental conditions for this end.