Five-membered ring annelation in [2.2]paracyclophanes by aldol condensation

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Five-membered ring annelation in [2.2]paracyclophanes by aldol condensation

Under basic conditions 4,5,12,13-tetraacetyl[2.2]paracyclophane (9) cyclizes by a double aldol condensation to provide the two aldols 12 and 15 in a 3:7 ratio. The structures of these compounds were obtained from X-ray structural analysis, spectroscopic data, and mechanistic considerations. On acid treatment 12 is dehydrated to a mixture of the condensed five-membered [2.2]paracyclophane deriva...

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ژورنال

عنوان ژورنال: Beilstein Journal of Organic Chemistry

سال: 2014

ISSN: 1860-5397

DOI: 10.3762/bjoc.10.210