(S) y (R) -N-BOC, O-Isopropiliden-Alfa-Metilserinales: utilización como precursores de productos de interés biológico

This report describes the behaviour of (S)- and (R)-N-Boc-N,O-isopropylidene-a-methylserinals, a-methyl homologues of the Garner's aldehyde, as chiral building blocks in the synthesis of different optically active organic compounds that contain quaternary carbon atoms. Likewise, we have explored the applications of these compounds in the asymmetric synthesis of several products of considerable importance as several a-methyl-a-amino acids and the 4-epi-L-vancosamina, carbohydrate of different glycopeptide antibiotics. Finally, we have attempted to extend this methodology to all sorts of compounds with a quaternary stereocentre that include an amine group. For this reason, we have developed a new synthetic strategy to achieve different a-substituted serines, starting materials of their respective a-alkyl-(aryl)-serinals.

Grantor dc:publisher

Universidad de La Rioja (España)

Year dc:date

2003

Author dc:creator

• Sucunza Sáenz, David

Contributors dc:contributor

• Avenoza Aznar, Alberto (Universidad de La Rioja)

Statement dc:rights

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Language dc:language

spa

Identifier

(Tesis) ISBN 84-688-5063-2

OAI identifier oai:identifier

oai:dialnet.unirioja.es:TES0000000017