TY - JOUR A1 - Arimura, Junya A1 - Mizuta, Tsutomu A1 - Hiraga, Yoshikazu A1 - Abe, Manabu T1 - Formation of macrocyclic lactones in the Paternò–Büchi dimerization reaction JF - Beilstein Journal of Organic Chemistry PY - 2011/// VL - 7 SP - 265 EP - 269 SN - 1860-5397 DO - 10.3762/bjoc.7.35 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.7.35 KW - furans KW - macrocyclic lactone KW - oxetane KW - Paternò–Büchi reaction KW - photochemical reaction N2 - Furan-2-ylmethyl 2-oxoacetates 1a,b, in which the furan ring and the carbonyl moiety were embedded intramolecularly, were synthesized from commercially available furan-2-ylmethanol and their photochemical reaction (hν > 290 nm) was investigated. Twelve-membered macrocyclic lactones 2a,b with Ci symmetry including two oxetane-rings, which are the Paternò–Büchi dimerization products, were isolated in ca. 20% yield. 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