Strategic use of nickel(0)-catalyzed enyne–epoxide reductive coupling toward the synthesis of (−)-cyatha-3,12-diene
Various situations are explored in which the nickel(0)-catalyzed enyne–epoxide reductive coupling was utilized to access key intermediates toward the total synthesis of (−)-cyatha-3,12-diene (1). Enantioenriched 3,5-dien-1-ols with a variety of functionality were obtained in a straightforward manner...
| Main Authors: | , , |
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| Other Authors: | |
| Format: | Article |
| Language: | en_US |
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Elsevier
2015
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| Online Access: | http://hdl.handle.net/1721.1/99513 https://orcid.org/0000-0002-8601-7799 |
| _version_ | 1811092193828405248 |
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| author | Sparling, Brian A. Simpson, Graham L. Jamison, Timothy F. |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Sparling, Brian A. Simpson, Graham L. Jamison, Timothy F. |
| author_sort | Sparling, Brian A. |
| collection | MIT |
| description | Various situations are explored in which the nickel(0)-catalyzed enyne–epoxide reductive coupling was utilized to access key intermediates toward the total synthesis of (−)-cyatha-3,12-diene (1). Enantioenriched 3,5-dien-1-ols with a variety of functionality were obtained in a straightforward manner from easily accessible 1,3-enynes and terminal epoxides. |
| first_indexed | 2024-09-23T15:14:28Z |
| format | Article |
| id | mit-1721.1/99513 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T15:14:28Z |
| publishDate | 2015 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | mit-1721.1/995132022-10-02T01:33:44Z Strategic use of nickel(0)-catalyzed enyne–epoxide reductive coupling toward the synthesis of (−)-cyatha-3,12-diene Sparling, Brian A. Simpson, Graham L. Jamison, Timothy F. Massachusetts Institute of Technology. Department of Chemistry Sparling, Brian A. Simpson, Graham L. Jamison, Timothy F. Various situations are explored in which the nickel(0)-catalyzed enyne–epoxide reductive coupling was utilized to access key intermediates toward the total synthesis of (−)-cyatha-3,12-diene (1). Enantioenriched 3,5-dien-1-ols with a variety of functionality were obtained in a straightforward manner from easily accessible 1,3-enynes and terminal epoxides. National Institute of General Medical Sciences (U.S.) (GM-063755) Massachusetts Institute of Technology. Undergraduate Research Opportunities Program 2015-10-29T17:49:40Z 2015-10-29T17:49:40Z 2008-11 2008-11 Article http://purl.org/eprint/type/JournalArticle 00404020 http://hdl.handle.net/1721.1/99513 Sparling, Brian A., Graham L. Simpson, and Timothy F. Jamison. “Strategic Use of Nickel(0)-Catalyzed Enyne–epoxide Reductive Coupling Toward the Synthesis of (−)-Cyatha-3,12-Diene.” Tetrahedron 65, no. 16 (April 2009): 3270–3280. https://orcid.org/0000-0002-8601-7799 en_US http://dx.doi.org/10.1016/j.tet.2008.11.086 Tetrahedron Creative Commons Attribution-Noncommercial-NoDerivatives http://creativecommons.org/licenses/by-nc-nd/4.0/ application/pdf Elsevier PMC |
| spellingShingle | Sparling, Brian A. Simpson, Graham L. Jamison, Timothy F. Strategic use of nickel(0)-catalyzed enyne–epoxide reductive coupling toward the synthesis of (−)-cyatha-3,12-diene |
| title | Strategic use of nickel(0)-catalyzed enyne–epoxide reductive coupling toward the synthesis of (−)-cyatha-3,12-diene |
| title_full | Strategic use of nickel(0)-catalyzed enyne–epoxide reductive coupling toward the synthesis of (−)-cyatha-3,12-diene |
| title_fullStr | Strategic use of nickel(0)-catalyzed enyne–epoxide reductive coupling toward the synthesis of (−)-cyatha-3,12-diene |
| title_full_unstemmed | Strategic use of nickel(0)-catalyzed enyne–epoxide reductive coupling toward the synthesis of (−)-cyatha-3,12-diene |
| title_short | Strategic use of nickel(0)-catalyzed enyne–epoxide reductive coupling toward the synthesis of (−)-cyatha-3,12-diene |
| title_sort | strategic use of nickel 0 catalyzed enyne epoxide reductive coupling toward the synthesis of cyatha 3 12 diene |
| url | http://hdl.handle.net/1721.1/99513 https://orcid.org/0000-0002-8601-7799 |
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