Title: Synthesis of tetraacetal pentaoxa-cages and convex oxa-cages by ozonolysis of 7-oxabicyclo[2.2.1]heptenes
Authors: Lin, CC
Wu, HJ
Department of Applied Chemistry
Keywords: tetraacetal pentaoxa-cages;convex oxa-cages;ozonolysis,;7-oxabicyclo[2.2.1]heptenes
Issue Date: 1-Jun-1996
Abstract: Tetraacetal pentaoxa-cage compounds 4a and 4b and convex oxa-cage compounds 6, 7 and 8 are synthesized from alkylfurans in three steps. Ozonolysis of the endo adducts 2a and 2b in dichloromethane at - 78 degrees C followed by reduction with dimethyl sulfide gave the tetraacetal pentaoxa-cages 4a and 4b in 85-90% yields, respectively. Ozonolysis of 2a and 2b in dichloromethane at - 78 degrees C followed by treatment with triethylamine gave the convex era-cages 6, 7 and 8 in 85-90% yields, respectively. The synthesis of the tetraacetal pentaoxa-cage 12, possessing aromatic substituents directly on the skeleton of the era-cages, has also been accomplished.
URI: http://hdl.handle.net/11536/1263
ISSN: 0039-7881
Issue: 6
Begin Page: 715
End Page: &
Appears in Collections:Articles