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Efficient total synthesis of three alpinoids via the Au(I)-catalyzed Meyer-Schuster rearrangement.

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Title: Efficient total synthesis of three alpinoids via the Au(I)-catalyzed Meyer-Schuster rearrangement.
Authors: Keyes, Jasmine K.1 (AUTHOR), Butzke, Mauri B.1 (AUTHOR), Miller, Kenneth A.1 (AUTHOR) miller_k@fortlewis.edu
Source: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Aug2022, Vol. 104, pN.PAG-N.PAG. 1p.
Subjects: Natural products, Antineoplastic agents
Abstract: [Display omitted] The total syntheses of three structurally related natural products, deoxyalpinoid B, deoxyalpinoid A, and alpinoid F, are reported, and each features a Au(I)-catalyzed Meyer-Schuster rearrangement as the key step. The synthesis of alpinoid F is reported for the first time. The syntheses of these natural products, all of which exhibit potent anticancer activity, are readily amenable to the preparation of structural analogs. [ABSTRACT FROM AUTHOR]
Copyright of Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry is the property of Pergamon Press - An Imprint of Elsevier Science and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
Database: Engineering Source
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Header DbId: egs
DbLabel: Engineering Source
An: 158388256
AccessLevel: 6
PubType: Academic Journal
PubTypeId: academicJournal
PreciseRelevancyScore: 0
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  Data: Efficient total synthesis of three alpinoids via the Au(I)-catalyzed Meyer-Schuster rearrangement.
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  Data: <searchLink fieldCode="AR" term="%22Keyes%2C+Jasmine+K%2E%22">Keyes, Jasmine K.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Butzke%2C+Mauri+B%2E%22">Butzke, Mauri B.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Miller%2C+Kenneth+A%2E%22">Miller, Kenneth A.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> miller_k@fortlewis.edu</i>
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  Data: <searchLink fieldCode="JN" term="%22Tetrahedron+Letters%3A+International+Organ+for+the+Rapid+Publication+of+Preliminary+Communications+in+Organic+Chemistry%22">Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry</searchLink>. Aug2022, Vol. 104, pN.PAG-N.PAG. 1p.
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  Data: <searchLink fieldCode="DE" term="%22Natural+products%22">Natural products</searchLink><br /><searchLink fieldCode="DE" term="%22Antineoplastic+agents%22">Antineoplastic agents</searchLink>
– Name: Abstract
  Label: Abstract
  Group: Ab
  Data: [Display omitted] The total syntheses of three structurally related natural products, deoxyalpinoid B, deoxyalpinoid A, and alpinoid F, are reported, and each features a Au(I)-catalyzed Meyer-Schuster rearrangement as the key step. The synthesis of alpinoid F is reported for the first time. The syntheses of these natural products, all of which exhibit potent anticancer activity, are readily amenable to the preparation of structural analogs. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry is the property of Pergamon Press - An Imprint of Elsevier Science and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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RecordInfo BibRecord:
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      – Type: doi
        Value: 10.1016/j.tetlet.2022.154015
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      – Code: eng
        Text: English
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      – SubjectFull: Natural products
        Type: general
      – SubjectFull: Antineoplastic agents
        Type: general
    Titles:
      – TitleFull: Efficient total synthesis of three alpinoids via the Au(I)-catalyzed Meyer-Schuster rearrangement.
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            NameFull: Keyes, Jasmine K.
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            NameFull: Butzke, Mauri B.
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              Text: Aug2022
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              Y: 2022
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              Value: 104
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