380428-42-2Relevant articles and documents
Formation and reactivity of 2-styryl-1,4-benzoquinones
Brehm, Isabella,Meier, Herbert
, p. 3307 - 3311 (2001)
The 2-styryl-1,4-benzoquinones 7a,b, generated by the oxidation of the corresponding hydroquinones 6a,b, dimerize at room temperature in a Diels-Alder reaction. The strictly chemo-, regio- and stereoselective process can be rationalized by means of frontier orbital interactions. The polycyclic adducts 8a,b undergo a further intramolecular cycloaddition (8a,b → 10a,b) after oxidation on silica gel.