The Journal of Organic Chemistry

[2+ 2] Photocycloaddition of Cinnamyloxy Silanes

SC Ward, SA Fleming

Index: Ward, Susan C.; Fleming, Steven A. Journal of Organic Chemistry, 1994 , vol. 59, # 21 p. 6476 - 6479

Full Text: HTML

Citation Number: 23

Abstract

In order to investigate the generality of this reaction, we have prepared several silanes having one cinnamyloxy ligand and various alkenyloxy groups attached to the silicon (Scheme 1). Compounds 2a-h were irradiated and desilylated, and the photoproducts were separated by chromatography. In general, isomerization about the cinnamyl double bond occurs in the absence of cycloaddition. Both the allyl (2a) and crotyl (2b) irradiations ...