Intramolecular Tandem Seleno-Michael/Aldol Reaction: A Simple Route to Hydroxy Cyclo-1-ene-1-carboxylate Esters
- Piotr BanachowiczPiotr BanachowiczFaculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Krakow, PolandMore by Piotr Banachowicz
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- Jacek MlynarskiJacek MlynarskiInstitute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, PolandMore by Jacek Mlynarski
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- Szymon Buda*Szymon Buda*E-mail: [email protected]Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Krakow, PolandMore by Szymon Buda
Abstract
Intramolecular tandem seleno-Michael/aldol reaction followed by an oxidation–elimination process can be an efficient tool for the construction of hydroxy cyclo-1-ene-1-carboxylate esters from oxo-α,β-unsaturated esters. Generation of lithium selenolate from elemental selenium and n-BuLi provides a simple and efficient one-pot access to cyclic endo-Morita–Baylis–Hillman adducts.
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