Progress Towards the Total Synthesis of the Hasubanan Alkaloids and Acutumine PDF Download
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Author: Thong Xuan Nguyen
Publisher:
ISBN:
Category :
Languages : en
Pages : 248
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Book Description
Acutumine, a chlorine containing natural product has recently been rediscovered to inhibit T-cell growth, and aid in memory by enhancing memorisation and anti-amnesic properties in mice and rats. These studies reveal the promising benefits of acutumine in alleviating conditions that are related to loss of memory such as Alzheimer's, Parkinson's and Pick's disease. We have developed a synthetic strategy that allows access to the common [4.4.3.0] propellane core structure, including 2,3-dimethoxycyclohexenone and N-methylpyrrolidine moieties, among the hasubanan alkaloids featuring a facile conversion of a sterically hindered amide to ester via N-acylbenzotriazole and a Dieckmann cyclization of cis-fused bicycle to install the propellane framework. It is envisioned that a strategy towards the common propellane core skeleton found in the hasubanan alkaloids can be applied towards the synthesis of acutumine. Progress towards the total synthesis of acutumine is reported, featuring photo[2+2]cycloaddition reactions to install spiro[5.5]ring stereoselectively.
Author: Thong Xuan Nguyen
Publisher:
ISBN:
Category :
Languages : en
Pages : 248
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Book Description
Acutumine, a chlorine containing natural product has recently been rediscovered to inhibit T-cell growth, and aid in memory by enhancing memorisation and anti-amnesic properties in mice and rats. These studies reveal the promising benefits of acutumine in alleviating conditions that are related to loss of memory such as Alzheimer's, Parkinson's and Pick's disease. We have developed a synthetic strategy that allows access to the common [4.4.3.0] propellane core structure, including 2,3-dimethoxycyclohexenone and N-methylpyrrolidine moieties, among the hasubanan alkaloids featuring a facile conversion of a sterically hindered amide to ester via N-acylbenzotriazole and a Dieckmann cyclization of cis-fused bicycle to install the propellane framework. It is envisioned that a strategy towards the common propellane core skeleton found in the hasubanan alkaloids can be applied towards the synthesis of acutumine. Progress towards the total synthesis of acutumine is reported, featuring photo[2+2]cycloaddition reactions to install spiro[5.5]ring stereoselectively.
Author: Yasamin Moazami
Publisher:
ISBN:
Category :
Languages : en
Pages : 195
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Author: Jason Patrick Burke
Publisher:
ISBN:
Category :
Languages : en
Pages :
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Author: Elnaz Menhaji
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ISBN:
Category : Alkaloids
Languages : en
Pages : 472
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Author: Dennis de Oliveira Imbroisi
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ISBN:
Category :
Languages : en
Pages :
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Author: Dae-Shik Kim
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ISBN:
Category :
Languages : en
Pages :
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Author: Matthew D. Reeder
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ISBN:
Category : Alkaloids
Languages : en
Pages : 78
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Book Description
Author: Alberto Michael Lopez
Publisher:
ISBN:
Category : Chemistry, Organic
Languages : en
Pages : 308
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Book Description
The Daphniphyllum alkaloids are polycyclic natural products isolated from evergreen trees and shrubs native to areas of Southeast Asia. Their structural complexity and biological activity has motived the synthetic community to devise unique strategies to access these molecules. An elegant biomimetic synthesis of methyl homodaphniphyllate by Heathcock and co-workers in 1992 was the first reported total synthesis of a Daphniphyllum alkaloid. In the years since that report, approximately 300 Daphniphyllum alkaloids have been isolated and reported. This recent flood of discovery has been met with an analogous upsurge of interest. Since 2011, 10 total syntheses and several partial syntheses of Daphniphyllum alkaloids have been reported. In our retrosynthetic analysis of calyciphylline A and daphnicyclidin-type alkaloids, we imagined that a N-centered radical tandem cyclization would rapidly build their tricyclic. Indeed, this key cyclization was achieved and we were compelled to pursue the total synthesis of the target molecules.
Author: Sandra Marie King
Publisher:
ISBN:
Category :
Languages : en
Pages : 0
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Author: Dimitar Borissov Gotchev
Publisher:
ISBN:
Category :
Languages : en
Pages : 243
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Keywords: acylpyridinium salt, total synthesis, ( - )--FR901483.
