Direct and Metal-Catalyzed Photochemical Dimerization of the Phthalide (Z)-Ligustilide Leading to Both [2 + 2] and [4 + 2] Cycloadducts: Application to Total Syntheses of Tokinolides A-C and Riligustilide
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Sheng, Bingbing; VO, Yen Thi-Hoang; Lan, Ping; Gardiner, Michael; Banwell, Martin; Sun, Pinghua
Description
Synthetically derived (Z)-ligustilide (1) has been subjected to photochemically-promoted dimerization processes under a range of conditions. By such means, varying distributions of the dimeric natural products tokinolides A-C (4, 3, and 6, respectively) and riligustilide (5) as well certain related (isomeric) compounds have been obtained. The structures of three of them have been confirmed by single-crystal X-ray analysis. The biosynthetic implications of the outcomes of this study are...[Show more]
Collections | ANU Research Publications |
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Date published: | 2019 |
Type: | Journal article |
URI: | http://hdl.handle.net/1885/210572 |
Source: | Organic Letters |
DOI: | 10.1021/acs.orglett.9b02172 |
Access Rights: | Open Access |
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File | Description | Size | Format | Image |
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Direct and Metal-Catalyzed Photochemical Dimerization AAM.pdf | 215.73 kB | Adobe PDF |
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