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http://localhost:8080/xmlui/handle/123456789/3875| Title: | Tandem Photoisomerization and Transannular Cyclizations of Zerumbone Epoxide: A Model for Diversity-Oriented Synthesis Using Abundant Natural Products |
| Authors: | Biji, M Radhakrishnan, K V Lankalapalli, R S |
| Keywords: | photoisomerization cyclization ketones ethers molecular structure |
| Issue Date: | 6-Aug-2021 |
| Publisher: | American Chemical Society |
| Citation: | Organic Letters; 23(15): 5871-5875. |
| Abstract: | Photoirradiation of (6E,9E)-zerumbone-2,3-epoxide afforded a diverse range of transannular cyclized products in the presence of a catalytic amount of Sc(OTf)3. At the behest of the geometrical isomers produced by photoirradiation, the diversity encompasses an unprecedented eudesmane core and oxo-bridged hydroxy-olefin skeletons. Structure elucidation and the stereochemical outcome of the products are described via extensive NMR analysis. The present study serves as a model for tandem photoisomerization and transannular cyclization of natural products with enone/dienone functionality. |
| URI: | https://pubs.acs.org/doi/10.1021/acs.orglett.1c01997 http://hdl.handle.net/123456789/3875 |
| Appears in Collections: | 2021 |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| Tandem Photoisomerization and Transannular Cyclizations of Zerumbone Epoxide_BijiM_Organic Letters.pdf Restricted Access | 1.07 MB | Adobe PDF | View/Open Request a copy |
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