Journal of the American Chemical Society

Addition of cycloheptatrienylidene to cis-and trans-1, 3-pentadiene and to styrene. Rearrangement of spiro [2.6] nona-4, 6, 8-trienes

EE Waali, WM Jones

Index: Waali,E.E.; Jones,W.M. Journal of the American Chemical Society, 1973 , vol. 95, # 24 p. 8114 - 8118

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Citation Number: 24

Abstract

Abstract: Cycloheptatrienylidene (1) adds to the terminal double bond of cis-and trans-l, 3- pentadiene. The adduct from the cis diene, l-cis-propenylspiro [2.6] nona-4, 6, 8-triene, rearranges above 50" to yield the geometric isomers of 8-methylbicyclo [5.4. 0] undeca-l, 3, 5, 9-tetraene (3a and 3b). l-trans-Propenylspiro [2.6] nona-4, 6, 8-triene is unstable at room temperature and also rearranges to 3a and 3b, although giving different relative amounts. ...