ISSN:
0947-6539
Keywords:
asymmetric Diels-Alder reactions
;
butadienes
;
Diels-Alder reactions
;
piperidones
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Chiral 2-amino-1,3-butadienes 1 derived from commercially available (S)-2-methoxymethylpyrrolidine react with aromatic N-trimethylsilylaldimines and N-phenylaldimines in the presence of ZnCl2 to give, after the reaction workup, 4-piperidones 4 and 6, respectively, with moderate to very high enantiomeric excesses. In addition, the absolute configurations of derivatives of 4 a and 4 g were determined by circular dichroism and NMR spectroscopy on the Mosher ester, respectively.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/chem.1460020710
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