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

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...

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Main Authors: Darses, B, Michaelides, I, Sladojevich, F, Ward, J, Rzepa, P, Dixon, D
Format: Journal article
Language:English
Published: 2012
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author Darses, B
Michaelides, I
Sladojevich, F
Ward, J
Rzepa, P
Dixon, D
author_facet Darses, B
Michaelides, I
Sladojevich, F
Ward, J
Rzepa, P
Dixon, D
author_sort Darses, B
collection OXFORD
description 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.
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spelling oxford-uuid:6b095d92-ee7e-4bcc-8631-5d4a1958a3e32022-03-26T19:01:09ZExpedient construction of the [7-5-5] all-carbon tricyclic core of the Daphniphyllum alkaloids daphnilongeranin B and daphniyunnine D.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:6b095d92-ee7e-4bcc-8631-5d4a1958a3e3EnglishSymplectic Elements at Oxford2012Darses, BMichaelides, ISladojevich, FWard, JRzepa, PDixon, DA 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.
spellingShingle Darses, B
Michaelides, I
Sladojevich, F
Ward, J
Rzepa, P
Dixon, D
Expedient construction of the [7-5-5] all-carbon tricyclic core of the Daphniphyllum alkaloids daphnilongeranin B and daphniyunnine D.
title Expedient construction of the [7-5-5] all-carbon tricyclic core of the Daphniphyllum alkaloids daphnilongeranin B and daphniyunnine D.
title_full Expedient construction of the [7-5-5] all-carbon tricyclic core of the Daphniphyllum alkaloids daphnilongeranin B and daphniyunnine D.
title_fullStr Expedient construction of the [7-5-5] all-carbon tricyclic core of the Daphniphyllum alkaloids daphnilongeranin B and daphniyunnine D.
title_full_unstemmed Expedient construction of the [7-5-5] all-carbon tricyclic core of the Daphniphyllum alkaloids daphnilongeranin B and daphniyunnine D.
title_short Expedient construction of the [7-5-5] all-carbon tricyclic core of the Daphniphyllum alkaloids daphnilongeranin B and daphniyunnine D.
title_sort expedient construction of the 7 5 5 all carbon tricyclic core of the daphniphyllum alkaloids daphnilongeranin b and daphniyunnine d
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AT michaelidesi expedientconstructionofthe755allcarbontricycliccoreofthedaphniphyllumalkaloidsdaphnilongeraninbanddaphniyunnined
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