Fa. Khan et al., 1,2,3,4-tetrachloro-5,5-dimethoxy-cyclopenta-1,3-diene: Diels-Alder reactions and applications of the products formed, J PRAK CHEM, 342(5), 2000, pp. 512-517
Citations number
80
Categorie Soggetti
Chemistry
Journal title
JOURNAL FUR PRAKTISCHE CHEMIE-PRACTICAL APPLICATIONS AND APPLIED CHEMISTRY
Readily available 1,2,3,4-tetrachloro-5,5-dimethoxy-cyclopenta-1,3-diene (2
) is an excellent cyclic diene for Diels-Alder reaction with a vast variety
of dienophiles, The products so formed (norbornene derivatives) constitute
important building blocks for the synthesis of diverse complex natural as
well as non-natural products. Apart from very high endo selectivity associa
ted with Diels-Alder reactions, there are several other fascinating feature
s associated with these bicyclic products which make them convenient entiti
es in the synthesis of complex molecules. The most important is the rigid f
ramework that act as a powerful template to provide high degree of selectiv
ity and directional nature to various substituents. The proposed article is
intended to focus on Diels-Alder reactions of 2 and the applications of no
rbornene derivatives in organic synthesis.