Bis(trimethylsilyl)sulphide reacts with aldehydes in the presence of a diene under the influence of CoCl2.6H2O or CF3SO3SiMe3 to give the Diels-Alder adducts of the corresponding thioaldehydes. In particular, when using cyclohexadiene, the reaction occurs with a high degree of stereoselectivity and the use of CF3SO3SiMe3 allows the stereocontrolled synthesis of both the endo or the exo isomer
CoCl2.6H2O and CF3SO3SiMe3 induced thionation of aldehydes: a stereocontrolled entry to substituted dihydrothiopyran derivatives
Mordini Alessandro;Reginato Gianna;
1991
Abstract
Bis(trimethylsilyl)sulphide reacts with aldehydes in the presence of a diene under the influence of CoCl2.6H2O or CF3SO3SiMe3 to give the Diels-Alder adducts of the corresponding thioaldehydes. In particular, when using cyclohexadiene, the reaction occurs with a high degree of stereoselectivity and the use of CF3SO3SiMe3 allows the stereocontrolled synthesis of both the endo or the exo isomerFile in questo prodotto:
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