Photodecarboxylative benzylations of phthalimides
Hatoum, Fadi, Gallagher, Sonia, Baragwanath, Louise, Lex, Johann, and Oelgemöller, Michael (2009) Photodecarboxylative benzylations of phthalimides. Tetrahedron Letters, 50 (46). pp. 6335-6338.
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DOI: 10.1016/j.tetlet.2009.08.115
View at Publisher Website: http://dx.doi.org/10.1016/j.tetlet.2009....
Abstract
Photoadditions of phenylacetates to phthalimides give the corresponding benzylated hydroxyphthalimidines in moderate to high yields of 29–90%. With 2-phenylpropanoate, photoaddition affords a diastereoisomeric mixture in a de of 24% in favour of the like-diastereoisomer. L-3-Phenyl lactate and 2-oxo-3-phenylpropanoate both furnish the benzylated product through subsequent loss of formaldehyde and decarbonylation, respectively.
| ID Code: | 10222 |
|---|---|
| Item Type: | Article (Refereed Research - C1) |
| Keywords: | photodecarboxylation; benzylation; phthalimides; photochemistry; photoinduced electron transfer |
| FoR Codes: | 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 100% |
| SEO Codes: | 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100% |
| Deposited On: | 13 Apr 2010 09:57 |
| Last Modified: | 19 May 2013 01:09 |
| Downloads: | Total: 2 Last 12 Months: 0 |
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| Citation Counts with External Providers: | Web of Science: 11 |
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