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ChemInform Abstract: Radical Cyclization of Sugar-Derived β-(Alkynyloxy)acrylates: Synthesis of Novel Fused Ethers.
First published: 03 June 2010
Abstract
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ChemInform Abstract
Tributyltin radical mediated cyclization of carbohydrate-derived acrylates such as (II), (IV), and (VII), followed by acidic destannylation affords cis- and trans-fused bicyclic ethers of various ring sizes. The versatility of this approach is highlighted by the iterative expansion of product (VIIIa) to give tricycle (IX) in moderate overall yield.
