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26.2.1.6.2 Variation 2: Of Methylenecyclobutane

DOI: 10.1055/sos-SD-026-00397

Salaün, J.Science of Synthesis, (200526564.

Stepwise bromination of pentaerythritol (34) gives pentaerythrityl tetrabromide (35) in 72% yield (Scheme 14).[‌34‌] In the presence of activated zinc (HCl), pentaerythrityl tetrabromide (35) undergoes cyclization to provide methylenecyclobutane (36) in 70% yield. Finally, ozonolysis of methylenecyclobutane (36) gives cyclobutanone (3) in 75% yield (Scheme 14).[‌34‌]

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