A flexible route to chiral 2-endo-substituted 9-oxabispidines and their application in the enantioselective oxidation of secondary alcohols.
J Org Chem
; 74(3): 1407-10, 2009 Feb 06.
Article
em En
| MEDLINE
| ID: mdl-19086891
ABSTRACT
A new and flexible route to enantiomerically pure bi- and tricyclic 9-oxabispidines has been developed with use of (1R,5S)-7-methyl-2-oxo-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester as the common late-stage intermediate. The 9-oxabispidines synthesized were evaluated as the chiral ligands in the Pd(II)-catalyzed oxidative kinetic resolution of secondary alcohols giving good to excellent selectivity factors of up to 19.
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01-internacional
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MEDLINE
Idioma:
En
Ano de publicação:
2009
Tipo de documento:
Article