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Iodoetherification of alcohol 4 and several ether derivatives 12-15 afforded bis-tetrahydrofurans8 and 9. The ratio of 8:9 depended on the nature of the ether substituent with 8 being the major product for R=H, SiMe 3 , and Si t BuPh 2 whereas 9 was favoured when R=dichlorobenzyl. Attempts to effect ring expansion of 8 afforded ketone 16 wherein hydride migration had occurred...
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