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48.3.1.7 Method 7: Transformation of Other Cyclobutanes

DOI: 10.1055/sos-SD-048-00343

Kostikov, R.; Baird, M. S.Science of Synthesis, (200948638.

Cyclobutanes may be obtained from existing cyclobutane systems, for example by the reduction of double bonds in alkenylcyclobutanes or of the cyclopropane ring in spiro-compounds.[‌129‌‌132‌] Thus, 2-isopropenyl-1,1-dimethylcyclobutane is hydrogenated on platinum to give 2-isopropyl-1,1-dimethylcyclobutane,[‌129‌] and (+)-(1S,2R)-1-isopropenyl-2-(3-methylenepent-4-enyl)-3,3-dimethylcyclobutane is reduced with Raney nickel to give (+)-(1S,2R)-1-isopropyl-2-(3-methylpentyl)-3,3-dimethylcyclobutane.[‌130‌] Furthermore, 1,1-dimethylcyclobutane (94) is obtained from spiro[2.3]hexane by hydrogenation using a platinum or palladium catalyst (Scheme 35).[‌4‌,‌131‌,‌132‌]

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References


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