Abstract
Abstract A series of highly substituted vinylcyclopropanes were prepared and examined as reaction partners in a palladium-catalyzed (3+2) cycloaddition with nitrostyrenes. Described herein are our efforts to synthesize an elusive 1,1-divinylcyclopropane by several distinct approaches, and to apply surrogates of this fragment toward the synthesis of the Melodinus alkaloids.
| Original language | English |
|---|---|
| Article number | 45110 |
| Pages (from-to) | 2983-2990 |
| Number of pages | 8 |
| Journal | Tetrahedron Letters |
| Volume | 56 |
| Issue number | 23 |
| DOIs | |
| State | Published - 3 Jun 2015 |
| Externally published | Yes |
Bibliographical note
Publisher Copyright:© 2014 Elsevier Ltd.
Funding
The authors wish to thank NIH-NIGMS ( R01GM080269-01 ), Amgen, and Caltech for financial support. A.F.G.G. thanks the Natural Sciences and Engineering Research Council (NSERC) of Canada for a PGS D scholarship. R.A.C. gratefully acknowledges the support of this work provided by a fellowship from the National Cancer Institute of the National Institutes of Health under Award Number F31CA174359.
| Funders | Funder number |
|---|---|
| NIH-NIGMS | R01GM080269-01 |
| National Institutes of Health | F31CA174359 |
| National Cancer Institute | |
| Amgen | |
| Natural Sciences and Engineering Research Council of Canada |
Keywords
- Claisen rearrangement
- Cycloaddition
- Cyclopropanes
- Melodinus alkaloids
- Stereoselective synthesis
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