Chemistry Letters

DIENE-TRANSMISSIVE DIELS–ALDER REACTION OF A NEW CROSS-CONJUGATED TRIENE: SELECTIVE FORMATION OF MONO-AND BIS-CYCLOADDUCT

O Tsuge, S Kanemasa, H Sakoh, E Wada

Index: Tsuge, Otohiko; Kanemasa, Shuji; Sakoh, Hirohiko; Wada, Eiji Chemistry Letters, 1984 , p. 273 - 276

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Citation Number: 9

Abstract

A new activated cross-conjugated triene, 3-(methoxymethylene)-2, 4-bis (trimethylsilyloxy)-1, 4-pentadiene, was prepared. Its reactions with acetylenic dienophiles resulted in the exclusive formation of mono-cycloadducts, while in the reactions with cyclic olefinic dienophiles such as maleimides and maleic anhydride the mono-and bis-adducts were obtained depending upon the amounts of dienophiles.