Adelaide Research & Scholarship
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https://hdl.handle.net/2440/17797
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| Type: | Journal article |
| Title: | Concise total syntheses of variolin B and deoxyvariolin B |
| Author: | Anderson, R. Hill, J. Morris, J. |
| Citation: | Journal of Organic Chemistry, 2005; 70(16):6204-6212 |
| Publisher: | Amer Chemical Soc |
| Issue Date: | 2005 |
| ISSN: | 0022-3263 1520-6904 |
| Statement of Responsibility: | Regan J. Anderson, Jonathan B. Hill, and Jonathan C. Morris |
| Abstract: | The total synthesis of the marine alkaloid variolin B has been achieved in 8 steps and 17% overall yield, starting from commercially available 4-chloro-2-methylthiopyrimidine. The key reaction involves the tandem deoxygenation and cyclization of a triarylmethanol using a combination of triethylsilane and trifluoroacetic acid. In addition, the deoxygenated analogue was prepared in 6 steps and 23% overall yield, starting from the same starting material. |
| Keywords: | Oxygen Aza Compounds Trifluoroacetic Acid Pyrimidines Molecular Structure Cyclization |
| Rights: | © 2005 American Chemical Society |
| DOI: | 10.1021/jo050523v |
| Published version: | http://pubs.acs.org/cgi-bin/abstract.cgi/joceah/2005/70/i16/abs/jo050523v.html |
| Appears in Collections: | Aurora harvest 6 Chemistry publications |
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