The absolute configuration of (+)-convolutamydine A 1 isolated from Amathia convoluta has been unambiguously established as (R) by enantioselective synthesis, based on chiral auxiliary-directed π-face discrimination in an allyl metal addition to (1R,2S,5R)-8-phenylmenthyl ester 7. For an independent and unequivocal proof, the absolute stereochemistry of synthetic precursor 11 en route to 1 was determined by X-ray crystallography.
Convolutamydine A: the First Authenticated Absolute Configuration and Enantioselective Synthesis
GIOVENZANA, Giovanni Battista;
2006-01-01
Abstract
The absolute configuration of (+)-convolutamydine A 1 isolated from Amathia convoluta has been unambiguously established as (R) by enantioselective synthesis, based on chiral auxiliary-directed π-face discrimination in an allyl metal addition to (1R,2S,5R)-8-phenylmenthyl ester 7. For an independent and unequivocal proof, the absolute stereochemistry of synthetic precursor 11 en route to 1 was determined by X-ray crystallography.File in questo prodotto:
| File | Dimensione | Formato | |
|---|---|---|---|
|
TeAs-2006-Convolutamydine.pdf
file disponibile solo agli amministratori
Tipologia:
Altro materiale allegato
Licenza:
DRM non definito
Dimensione
167.45 kB
Formato
Adobe PDF
|
167.45 kB | Adobe PDF | Visualizza/Apri Richiedi una copia |
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
