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Regioselective nucleophilic addition to pyridinium salts: a new route to substituted dihydropyridones.

Abstract:
The regioselective addition of nucleophiles to pyridinium salts generates an intermediate enol-ether, which can be hydrolyzed in situ to provide a range of dihydropyridones. Certain Grignards have shown inherent differences in the regioselectivity of addition to these salts, and this difference can be tuned to give single regioisomeric addition products. The dihydropyridone products can be further manipulated in many ways using standard transformations.
Publication status:
Published

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Publisher copy:
10.1021/ol902402v

Authors


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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Connolly, MJ More by this author
Journal:
Organic letters
Volume:
11
Issue:
23
Pages:
5562-5565
Publication date:
2009-12-05
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
URN:
uuid:75cacd44-ac41-4546-a655-1f1fae15489e
Source identifiers:
34960
Local pid:
pubs:34960

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