Title of article
Synthesis of Kainoids via a Highly Stereoselective Hydroformylation of Kainic Acid
Author/Authors
Rodriquez، Manuela نويسنده , , Bassarello، Carla نويسنده , , Bifulco، Giuseppe نويسنده , , Gomez-Paloma، Luigi نويسنده , , Mann، Andre نويسنده , , Marchetti، Mauro نويسنده , , Schoenfelder، Angele نويسنده , , Taddei، Maurizio نويسنده ,
Issue Information
روزنامه با شماره پیاپی سال 2005
Pages
-1580
From page
1581
To page
0
Abstract
An efficient preparation of a series of secondary amines, structurally related to the kainic acid scaffold, is described. Naturally occurring (-)-(alpha)kainic acid was hydroformylated with complete terminal selectivity and high stereoselectivity. The stereochemistry of the product was investigated through the ROESY and HETLOC spectra of the corresponding 2,4dinitrophenyl hydrazone, showing the presence of a single diastereoisomer with rotamers related to the presence of the Boc group. The aldehyde was used as a platform to prepare amines by reductive amination in ionic liquids.
Keywords
hydroformylation , natural products , Heterocycles , ionic liquids
Journal title
Synlett
Serial Year
2005
Journal title
Synlett
Record number
110701
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