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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
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author


Journal:
Organic letters More from this journal
Volume:
11
Issue:
23
Pages:
5562-5565
Publication date:
2009-12-01
DOI:
EISSN:
1523-7052
ISSN:
1523-7060


Language:
English
Keywords:
Pubs id:
pubs:34960
UUID:
uuid:75cacd44-ac41-4546-a655-1f1fae15489e
Local pid:
pubs:34960
Source identifiers:
34960
Deposit date:
2012-12-19

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