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Expedient construction of the [7-5-5] all-carbon tricyclic core of the Daphniphyllum alkaloids daphnilongeranin B and daphniyunnine D.

Abstract:
A synthetic strategy for the construction of the [7-5-5] all-carbon tricyclic core of numerous calyciphylline A-type Daphniphyllum alkaloids has been developed using a key intramolecular Pauson-Khand reaction. A subsequent base-mediated double-bond migration and a regio- and stereoselective radical late stage allylic oxygenation provide access to the substitution patterns of daphnilongeranin B and daphniyunnine D.
Publication status:
Published

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Publisher copy:
10.1021/ol3002267

Authors


Michaelides, IN More by this author
Sladojevich, F More by this author
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Journal:
Organic letters
Volume:
14
Issue:
7
Pages:
1684-1687
Publication date:
2012-04-05
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
URN:
uuid:6b095d92-ee7e-4bcc-8631-5d4a1958a3e3
Source identifiers:
316373
Local pid:
pubs:316373

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