Medium-size cyclophanes, 751 Synthesis of anti-[2.3]metacyclophan-1-ene and conversion to syn-1,2-epoxy[2.3]metacyclophane

Authors: Saisyo, Tatsunori; Shiino, Mikiko; Hironaka, Tohru; Yamato, Takehiko

Source: Journal of Chemical Research, Volume 2007, Number 3, March 2007 , pp. 141-143(3)

Publisher: Science Reviews 2000 Ltd

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Abstract:

McMurry cyclisation of 1,3-bis(5-formyl-2-methoxyphenyl)propane afforded anti-6,13-dimethoxy[2.3]metacyclophan-1-ene, which was converted to the corresponding syn-1,2-epoxyl[2.3]metacyclophane by treatment of m-chloroperbenzoic acid.

Keywords: CYCLOPHANES, [2.3]METACYCLOPHAN-1-ENE, MCMURRY REACTION, CONFORMATION, STRAINED MOLECULES, EPOXIDATION

Document Type: Research article

DOI: 10.3184/030823407X196962

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