Radical cyclization of sugar-derived beta-(alkynyloxy)acrylates: synthesis of novel fused ethers
[formula: see text] Tributyltin radical mediated cyclization of carbohydrate-derived beta-(alkynyloxy)acrylates leading to highly functionalized cis- and trans-fused bicyclic ethers of various ring sizes is described. The efficacy of the radical cyclization is nicely illustrated in the iterative construction of a trans-fused tricyclic tetrahydropyran.
Leeuwenburgh
MA
Leiden Institute of Chemistry, The Netherlands.
Litjens
RE
Codee
JD
Overkleeft
HS
van der Marel GA
van Boom JH