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d-Glucose based homoallylic alcohol reacts smoothly with various aldehydes in the presence of arenes and a catalytic amount of BF 3 ·OEt 2 under mild conditions to afford a novel series of 5,7-diaryl-hexahydro-2H-furo[3,2-b]pyrans in good yields with high cis-selectivity.
The secondary homoallylic alcohol derived from d-glucose undergoes smooth coupling with aldehydes in the presence of molecular iodine under mild reaction conditions to produce 7-iodofurano[3,2-b]pyrans in good yields. This method is highly stereoselective, affording cis-tetrahydropyrans exclusively.
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