Diene-transmissive Diels-Alder cycloaddition reaction of bis (silyloxy) cross-conjugated trienes.

O Tsuge, E Wada, S Kanemasa, H Sakoh

Index: Tsuge; Wada; Kanemasa; Sakoh Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 11 p. 3221 - 3233

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Citation Number: 33

Abstract

Multiple Diels-Alder reaction of bis (silyloxy) cross-conjugated trienes is presented. Two trienes, 3-benzylidene-and 3-(methoxymethylene)-2, 4-bis (trimethylsilyloxy)-1, 4- pentadiene, undergo two sequential Diels-Alder cycloadditions with a variety of dienophiles forming hydronaphthalene rings. Some characteristics of this reaction have been discussed in terms of stereo-, regio-, and chemoselectivity. It is proposed that this process is referred ...