The preparation of optically active (S)-(+)-4-(2-propenyl)[2.2] paracyclophane 1b is described. Cycloaddition reactions of this diene with N-phenylmaleimide 2 and maleic anhydride 5 were carried out under high pressure conditions. The cycloadducts were converted into optically active heterohelicenophanes. A systematic 1H and 13C NMR spectroscopic analysis of the reaction products is also presented.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry