Rm. Makaeva et al., Homolytic and conjugate addition of thiols to 2,4-dimethyl-2-vinyl-1,3-dioxa-2-silacyclohexane, RUSS J ORG, 37(3), 2001, pp. 442-445
Homolytic reaction of 1-propane- and 1-pentanethiols to 2,4-dimethyl-2-viny
l-1,3-dioxa-2-silacyclohexane, initiated by di-tert-butyl peroxide at 130 d
egreesC, yields a mixture of isomeric sulfides (95%) as a result of additio
n at the alpha- and beta -positions of the vinyl group. Conjugate addition
of alkanethiols in the presence of the corresponding sodium thiolate at 100
degreesC gives 10% of the same alpha- and beta -regioisomeric sulfides at
a ratio of I : 20.