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. 2000 May 4;2(9):1275-7.
doi: 10.1021/ol0000408.

Radical cyclization of sugar-derived beta-(alkynyloxy)acrylates: synthesis of novel fused ethers

MA Leeuwenburgh  1 , RE Litjens, JD Codee, HS Overkleeft, van der Marel GA, van Boom JH
Affiliations

Radical cyclization of sugar-derived beta-(alkynyloxy)acrylates: synthesis of novel fused ethers

MA Leeuwenburgh et al. Org Lett. .

Abstract

[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.

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