1, 2, 3-cyclohexatriene and cyclohexen-3-yne: two new highly strained C6H6 isomers
WC Shakespeare, RP Johnson
Index: Shakespeare, William C.; Johnson, Richard P. Journal of the American Chemical Society, 1990 , vol. 112, # 23 p. 8578 - 8579
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Citation Number: 66
Abstract
Qr 1 0 at 25 OC in the presence of diphenylisobenzofuran (DIBF) afforded crystalline adduct 6 in 24% yield after chromatography. The structure of 6 (C, symmetry) was confidently assigned from spectral data and DDQ oxidation to 7.9 Ample literature precedent supports the conclusion that 6 is formed from [2+ 41 cycloaddition of cumulene 1 at its most strained A Synthesis of conjugated enyne 2 (Scheme 11) follows a similar strategy in the final step. ...
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