Science of Synthesis

König, B., Science of Synthesis, (2001) 9, 232.

Furanones are suitable precursors for furans. Furan-2(5H)-ones ‌222‌ are the most important starting materials, although all three possible furanones can be used for furan synthesis. Reduction of furan-2(5H)-ones with diisobutylaluminum hydride,[‌394‌–‌402‌] sodium borohydride,[‌403‌] 9-borabicyclo[3.3.1]nonane,[‌404‌–‌406‌] or sodium bis(2-methoxyethoxy)aluminum hydride[‌407‌] and subsequent elimination of water gives furans in high yields. If treated with organometallic reagents, such as Grignard reagents or organolithium compounds, instead of reducing agents, furan-2(5H)-ones yield 2-substituted furans ‌223‌ after elimination of water (‌Scheme 78‌).

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References

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• 8.Meeeee-Meee, (8888) 8/8, 888.
• 8.Meeeee-Meee, (8888) 8/8e, 888.
• 8.Meeeee-Meee, (8888) M 8e, 88.