Efforts toward rapid construction of the cortistatin A carbocyclic core via enyne-ene metathesis

Handle URI:
http://hdl.handle.net/10754/598122
Title:
Efforts toward rapid construction of the cortistatin A carbocyclic core via enyne-ene metathesis
Authors:
Baumgartner, Corinne; Ma, Sandy; Liu, Qi; Stoltz, Brian M.
Abstract:
Our efforts toward the construction of the carbocylic core of cortistatin A via an enyne-ene metathesis are disclosed. Interestingly, an attempted S N2 inversion of a secondary mesylate in our five-membered D-ring piece gave a product with retention of stereochemistry. © 2010 The Royal Society of Chemistry.
Citation:
Baumgartner C, Ma S, Liu Q, Stoltz BM (2010) Efforts toward rapid construction of the cortistatin A carbocyclic core via enyne-ene metathesis. Org Biomol Chem 8: 2915. Available: http://dx.doi.org/10.1039/c004275g.
Publisher:
Royal Society of Chemistry (RSC)
Journal:
Organic & Biomolecular Chemistry
KAUST Grant Number:
KUS-11-006-02
Issue Date:
2010
DOI:
10.1039/c004275g
PubMed ID:
20498895
Type:
Article
ISSN:
1477-0520; 1477-0539
Sponsors:
C. B. thanks the Schweizerischer Nationalfonds (SNF) for a fellowship. This publication is based on work supported by Award No. KUS-11-006-02, made by King Abdullah University of Science and Technology (KAUST). Additionally, the authors thank Abbott, Amgen, Boehringer-Ingelheim, Bristol-Myers Squibb, Merck, Sigma-Aldrich and Caltech for generous funding. Mr Lawrence Henling and Dr Michael Day are gratefully acknowledged for X-ray crystallographic structural determination. The Bruker KAPPA APEXII X-ray diffractometer was purchased via an NSF CRIF:MU award to the California Institute of Technology, CHE-0639094. Dr David VanderVelde and Dr Scott Ross are acknowledged for NMR assistance. Dr Scott Virgil is acknowledged for helpful discussions.
Appears in Collections:
Publications Acknowledging KAUST Support

Full metadata record

DC FieldValue Language
dc.contributor.authorBaumgartner, Corinneen
dc.contributor.authorMa, Sandyen
dc.contributor.authorLiu, Qien
dc.contributor.authorStoltz, Brian M.en
dc.date.accessioned2016-02-25T13:13:05Zen
dc.date.available2016-02-25T13:13:05Zen
dc.date.issued2010en
dc.identifier.citationBaumgartner C, Ma S, Liu Q, Stoltz BM (2010) Efforts toward rapid construction of the cortistatin A carbocyclic core via enyne-ene metathesis. Org Biomol Chem 8: 2915. Available: http://dx.doi.org/10.1039/c004275g.en
dc.identifier.issn1477-0520en
dc.identifier.issn1477-0539en
dc.identifier.pmid20498895en
dc.identifier.doi10.1039/c004275gen
dc.identifier.urihttp://hdl.handle.net/10754/598122en
dc.description.abstractOur efforts toward the construction of the carbocylic core of cortistatin A via an enyne-ene metathesis are disclosed. Interestingly, an attempted S N2 inversion of a secondary mesylate in our five-membered D-ring piece gave a product with retention of stereochemistry. © 2010 The Royal Society of Chemistry.en
dc.description.sponsorshipC. B. thanks the Schweizerischer Nationalfonds (SNF) for a fellowship. This publication is based on work supported by Award No. KUS-11-006-02, made by King Abdullah University of Science and Technology (KAUST). Additionally, the authors thank Abbott, Amgen, Boehringer-Ingelheim, Bristol-Myers Squibb, Merck, Sigma-Aldrich and Caltech for generous funding. Mr Lawrence Henling and Dr Michael Day are gratefully acknowledged for X-ray crystallographic structural determination. The Bruker KAPPA APEXII X-ray diffractometer was purchased via an NSF CRIF:MU award to the California Institute of Technology, CHE-0639094. Dr David VanderVelde and Dr Scott Ross are acknowledged for NMR assistance. Dr Scott Virgil is acknowledged for helpful discussions.en
dc.publisherRoyal Society of Chemistry (RSC)en
dc.titleEfforts toward rapid construction of the cortistatin A carbocyclic core via enyne-ene metathesisen
dc.typeArticleen
dc.identifier.journalOrganic & Biomolecular Chemistryen
dc.contributor.institutionCalifornia Institute of Technology, Pasadena, United Statesen
kaust.grant.numberKUS-11-006-02en

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