A DDQ-mediated domino reaction (up to six steps in a single process) has been developed to selectively provide substituted dihydrofurans from a common starting material containing a cyclic bis-thioenol ether. Study of the reaction mechanism highlighted a role played by the sulfur-containing moiety in influencing reaction rate and stereoselectivity.
Sulfur-assisted domino access to bicyclic dihydrofurans: case study and early synthetic applications / Paolella, Concetta; D'Alonzo, Daniele; Palumbo, Giovanni; Guaragna, Annalisa. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - 11:(2013), pp. 7825-7829. [10.1039/c3ob41324a]
Sulfur-assisted domino access to bicyclic dihydrofurans: case study and early synthetic applications
PAOLELLA, CONCETTA;D'ALONZO, DANIELE
;PALUMBO, GIOVANNI;GUARAGNA, ANNALISA
2013
Abstract
A DDQ-mediated domino reaction (up to six steps in a single process) has been developed to selectively provide substituted dihydrofurans from a common starting material containing a cyclic bis-thioenol ether. Study of the reaction mechanism highlighted a role played by the sulfur-containing moiety in influencing reaction rate and stereoselectivity.File in questo prodotto:
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