Tetrahedron letters

6-Exo and 7-endo photocyclization of αβ-unsaturated organosilicon ω-thiols

SV Kirpichenko, LL Tolstikova, EN Suslova…

Index: Kirpichenko, Svetlana V.; Tolstikova, Lyudmila L.; Suslova, Elena N.; Voronkov, Mikhail G. Tetrahedron Letters, 1993 , vol. 34, # 24 p. 3889 - 3892

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Citation Number: 10

Abstract

Abstract The regioselectivity of cyclization of 3, 3-and 4, 4-dimethylsila-1-hexene-6-thiols upon UV-irradiation is reported. Ring closure involving the vinyl group at silicon results in the preferred formation of the exo-cyclic product, whereas a high and reversed regio- selectivity is observed when the cyclization reaction occurs via the allyl group at silicon.