SYNTHESIS OF STERICALLY RIGID MACROCYCLES BY THE USE OF PRESSURE-INDUCED REPETITIVE DIELS-ALDER REACTIONS

Authors
BENKHOFF J BOESE R KLARNER FG WIGGER AE
Citation
J. Benkhoff et al., SYNTHESIS OF STERICALLY RIGID MACROCYCLES BY THE USE OF PRESSURE-INDUCED REPETITIVE DIELS-ALDER REACTIONS, Tetrahedron letters, 35(1), 1994, pp. 73-76
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
1
Year of publication
1994
Pages
73 - 76
Database
ISI
SICI code
0040-4039(1994)35:1<73:SOSRMB>2.0.ZU;2-Z
Abstract
Syntheses of the syn-dimethanotetrahydroanthracene and -tetracene deri vatives 2a.d and 6a,b are described. Highly stereoselective, pressure- induced repetitive Diels-Alder reactions of these bis-dienophiles with bisdiene 7 lead to the sterically rigid macrocycles 10a, 10d, 13a and 14a,b having well defined cavities of different size.