The Journal of Organic Chemistry

Reaction of Trimethylsilyloxy-1, 3-dienes with Lead (IV) benzoate

GM Rubottom, JM Gruber

Index: Rubottom,G.M.; Gruber,J.M. Journal of Organic Chemistry, 1977 , vol. 42, # 6 p. 1051 - 1056

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Citation Number: 68

Abstract

General methods for the synthesis of trimethylsilyloxy-1.3-dienes 1 are discussed. The reaction of 1 with lead (IV) benzoate (LTB). followed by treatment with fluoride ion. affords a variety of keto benzoates 4. The structural features present in 1 determine the type of. i which results. l-'l'rimethylsilylosy-!. 3-~ yclohexadienes Id and le as well as alicyclic~-~ rimethylsilyloxy-1 &dienes If and lg afford products arising from the 1, 2 addition of ...