Carbohydrate-Based Strategy for the Synthesis of Zaragozic Acid via a Novel Lewis Acid-Mediated Reaction of an α-Acetoxy Sulfide

dc.contributor.author Kraus, George
dc.contributor.author Maeda, Hiroshi
dc.contributor.author Kraus, George
dc.contributor.department Chemistry
dc.date 2019-10-24T21:28:25.000
dc.date.accessioned 2020-06-30T01:21:38Z
dc.date.available 2020-06-30T01:21:38Z
dc.date.copyright Sun Jan 01 00:00:00 UTC 1995
dc.date.issued 1995
dc.description.abstract <p>Zaragozic acid A (1) is a natural product isolated from Sporormiella intermedia and Leptodonitium elatius.' It is an important synthetic objective because it is a competitive inhibitor of squalene synthasea2 Its inhibition at the picomolar level makes it a promising candidate in the search for drugs that regulate cholesterol levels. A few synthetic approaches to the 2,8-dioxabicyclo- [3.2.lloctane skeleton have been ~ommunicated.~ As part of our continuing interest in bridged compounds,4 we sought an efficient route to a suitably functionalized bicyclic intermediate and report herein the direct synthesis of diol 2.</p>
dc.description.comments <p>Reprinted (adapted) with permission from <em>The Journal of Organic Chemistry,</em>60(1); 2-3. Doi: <a href="http://dx.doi.org/10.1021/jo00106a001" target="_blank">10.1021/jo00106a001</a>. Copyright 1995 American Chemical Society.</p>
dc.format.mimetype application/pdf
dc.identifier archive/lib.dr.iastate.edu/chem_pubs/628/
dc.identifier.articleid 1607
dc.identifier.contextkey 7948623
dc.identifier.s3bucket isulib-bepress-aws-west
dc.identifier.submissionpath chem_pubs/628
dc.identifier.uri https://dr.lib.iastate.edu/handle/20.500.12876/15105
dc.language.iso en
dc.source.bitstream archive/lib.dr.iastate.edu/chem_pubs/628/0-1995_KrausGA_ACS_License_CarbohydrateBasedStrategy.pdf|||Sat Jan 15 01:19:23 UTC 2022
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dc.source.uri 10.1021/jo00106a001
dc.subject.disciplines Chemistry
dc.subject.disciplines Organic Chemistry
dc.subject.disciplines Other Chemistry
dc.subject.disciplines Polymer Chemistry
dc.title Carbohydrate-Based Strategy for the Synthesis of Zaragozic Acid via a Novel Lewis Acid-Mediated Reaction of an α-Acetoxy Sulfide
dc.type article
dc.type.genre article
dspace.entity.type Publication
relation.isAuthorOfPublication 773dd84a-1494-40ee-aebf-549f26a04a22
relation.isOrgUnitOfPublication 42864f6e-7a3d-4be3-8b5a-0ae3c3830a11
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