Please use this identifier to cite or link to this item:
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 |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.