Unusual behaviour of thermally generated oxygen 1,3-diradicals from β-peroxylactones: stereoselective synthesis of a tetrahydrofuran ring by intramolecular hydrogen abstraction

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Título:	Unusual behaviour of thermally generated oxygen 1,3-diradicals from β-peroxylactones: stereoselective synthesis of a tetrahydrofuran ring by intramolecular hydrogen abstraction
Autor:	Hernández, Rosendo ; Marrero, José J.; Suárez, Ernesto
Fecha de publicación:	1990
Editor:	Royal Society of Chemistry (Great Britain)
Citación:	Chemical Communications 1990(7): 524-526 (1990)
Resumen:	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.
Descripción:	3 pages, 1 figure, 1 table, 1 scheme.
Versión del editor:	http://dx.doi.org/10.1039/C39900000524
URI:	http://hdl.handle.net/10261/16427
DOI:	10.1039/C39900000524
ISSN:	1359-7345
Aparece en las colecciones:	(IPNA) Artículos

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