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de Mayo reaction

Photochemical process leading to the formation of cyclobutanols by cycloaddition of an alkene to a 1,3-dicarbonyl-enol. The enol originates in most cases from the tautomerization of a 1,3-dicarbonyl compound. The products of the de Mayo reaction are susceptible to undergo a retro-aldol ring opening resulting in the formation of 1,5-dicarbonyl compounds.
DT07354
Source:
PAC, 2007, 79, 293 (Glossary of terms used in photochemistry, 3rd edition (IUPAC Recommendations 2006)) on page 322
InChI=1/C3H4O2/c4-2-1-3-5/h2-3H,1H2
InChI=1/C3H4O2/c4-2-1-3-5/h1-4H/b2-1-
InChI=1/C5H8O2/c6-3-4-1-2-5(4)7/h3-5,7H,1-2H2
InChI=1/C5H8O2/c6-4-2-1-3-5-7/h4-5H,1-3H2
InChI=1/C2H4/c1-2/h1-2H2
WSMYVTOQOOLQHP-UHFFFAOYAU
GMSHJLUJOABYOM-UPHRSURJBI
DEVRZHHIZDNETA-UHFFFAOYAL
SXRSQZLOMIGNAQ-UHFFFAOYAO
VGGSQFUCUMXWEO-UHFFFAOYAE
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IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. https://doi.org/10.1351/goldbook.
Last update: 2014-02-24; version: 2.3.3.
DOI of this term: https://doi.org/10.1351/goldbook.DT07354.
Original PDF version: http://www.iupac.org/goldbook/DT07354.pdf. The PDF version is out of date and is provided for reference purposes only. For some entries, the PDF version may be unavailable.
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