A straightforward route to enantiopure alpha-substituted derivatives of (2S,3aS,7aS)-octahydroindole-2-carboxylic acid.
Tetrahedron
; 65(27): 5174-5180, 2009 Jul 01.
Article
em En
| MEDLINE
| ID: mdl-20640172
ABSTRACT
High yielding and remarkably selective alkylations of a suitably protected derivative of (2S,3aS,7aS)-octahydroindole-2-carboxylic acid are described. The fused bicyclic structure of this proline analogue greatly influences the stereochemical outcome of direct alkylation reactions taking place at the alpha-carbon and provides access to alpha-substituted analogues with retention of the configuration. The overall procedure allows the preparation of enantiopure alpha-substituted derivatives of this Oic isomer, suitably protected for their incorporation into peptides, in a straightforward manner.
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01-internacional
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MEDLINE
Idioma:
En
Ano de publicação:
2009
Tipo de documento:
Article