P. Schiess, H. D. Chia
1970
Citations
0
Influential Citations
53
Citations
Journal
Helvetica Chimica Acta
Abstract
The synthesis of 2-vinyl-3,4,5,6-tetrahydrobenzaldehyde (10) is described. This compound equilibrates above 70° with its valence isomer 4,5-tetramethylene-2H-pyran (11) as can be shown by cis-trans-isomerization of the double bond in selectively deuterated 10. The unstable 2H-pyran 11 can be trapped as tetracyanoethylene adduct 12. Gas phase pyrolysis of 6-oxabicyclo [3.1.0] hex-2-ene (18) at 400°C leads to cis-penta-2, 4-dienal (19) in fair yield.