J. Benkhoff et al., SYNTHESIS OF STERICALLY RIGID MACROCYCLES BY THE USE OF PRESSURE-INDUCED REPETITIVE DIELS-ALDER REACTIONS, Liebigs Annalen, (3), 1997, pp. 501-516
Syntheses of syn-dimethanotetrahydroanthracene, -tetracene, and -penta
cene derivatives 8a-d, 9a-d, and syn-25 are described. Highly stereose
lective, pressure-induced Diels-Alder reactions of the bis-dienophiles
8a and/or 9a with the bis-diene 7 lead to the sterically rigid macroc
yles 1a, 2a, and 3a/3b, which have well defined cavities of different
sizes([1]).