| Syntheses of papyracillic acids: application of the tandem chain extension-acylation reaction. | |
| | |
MedLine Citation:
|
PMID: 23013246 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
|
A synthetic approach to the papyracillic acid family of natural products has been developed. The spiroacetal core is rapidly assembled through an unprecedented zinc carbenoid-mediated tandem chain extension-acylation reaction. Subsequent functional group manipulation provided access to papyracillic acid B and 4-epi-papyracillic acid C. The successful preparation of these molecules resulted in the clarification of structural assignments of members of this family of natural products. |
| | |
Authors:
|
Jennifer R Mazzone; Charles K Zercher |
Related Documents
:
|
8978956 - Effects of orally administered bisphosphonates on bone loss in a disuse osteopenia mode... 656436 - An essential arginine residue in human prostatic acid phosphatase. 6245876 - Subcellular fractionation of trypanosoma brucei bloodstream forms with special referenc... 1916206 - Kinetic analyses of peptidylglycine alpha-amidating monooxygenase from pancreatic islets. 1686636 - Quinolinic acid is a potent lipid peroxidant in rat brain homogenates. 2528666 - The suppression of eicosanoid synthesis by peritoneal macrophages is influenced by the ... |
Publication Detail:
|
Type: Journal Article; Research Support, N.I.H., Extramural Date: 2012-10-05 |
Journal Detail:
|
Title: The Journal of organic chemistry Volume: 77 ISSN: 1520-6904 ISO Abbreviation: J. Org. Chem. Publication Date: 2012 Oct |
Date Detail:
|
Created Date: 2012-10-19 Completed Date: 2013-03-22 Revised Date: 2013-04-16 |
Medline Journal Info:
|
Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: United States |
Other Details:
|
Languages: eng Pagination: 9171-8 Citation Subset: IM |
Affiliation:
|
Department of Chemistry, University of New Hampshire, Durham, New Hampshire 03824, USA. |
Export Citation:
|
APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
|
Acylation Alkenes / chemical synthesis*, chemistry Molecular Structure Spiro Compounds / chemical synthesis*, chemistry |
| Grant Support | |
ID/Acronym/Agency:
|
R15 GM060967-02/GM/NIGMS NIH HHS |
| Chemical | |
Reg. No./Substance:
|
0/Alkenes; 0/Spiro Compounds; 0/papyracillic acid |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
Previous Document: Involvement of WalK (VicK) phosphatase activity in setting WalR (VicR) response regulator phosphoryl...
Next Document: Ischemic bowel disease and risk of stroke: a one-year follow-up study.