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Title: | Unusual behaviour of thermally generated oxygen 1,3-diradicals from β-peroxylactones: stereoselective synthesis of a tetrahydrofuran ring by intramolecular hydrogen abstraction |
Authors: | Hernández, Rosendo CSIC; Marrero, José J.; Suárez, Ernesto CSIC ORCID | Issue Date: | 1990 | Publisher: | Royal Society of Chemistry (UK) | Citation: | Chemical Communications 1990(7): 524-526 (1990) | Abstract: | Thermolysis of the steroidal β-peroxylactone (3) gave ether (4), produced by intramolecular hydrogen abstraction from a non-activated carbon; the reaction occurs with complete stereoselectivity by abstraction of the C7-pro-R hydrogen, and a concerted mechanism is proposed, no free radicals seem to be involved in the reaction since when a true free radical hydrogen abstraction was realized with alcohol (7) no selectivity was observed and a mixture of ethers (4) and (8) was obtained. | Description: | 3 pages, 1 figure, 1 table, 1 scheme. | Publisher version (URL): | http://dx.doi.org/10.1039/C39900000524 | URI: | http://hdl.handle.net/10261/16427 | DOI: | 10.1039/C39900000524 | ISSN: | 1359-7345 |
Appears in Collections: | (IPNA) Artículos |
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