title: Strain-driven direct cross-aldol and -ketol reactions of four-membered heterocyclic ketones.
abstract: Owing to the ring strain and α-heteroatom effect, the four-membered heterocyclic ketones can undergo direct cross-aldol and -ketol reactions without the need for preformed enol or "enolate-like" intermediates. Besides the organocatalyzed cross-ketol addition onto their highly active carbonyl group, their ability to act as a nucleophilic donor has also been explored. As a result, a number of discrete aldol adducts were synthesized and the distinct reactivities were successfully combined into a double-aldol one-pot reaction.
authors.affiliation: Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, 1519 Budapest, Hungary.
authors.forename: Zoltán
authors.initials: Z
authors.lastname: Dobi
authors.affiliation: Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, 1519 Budapest, Hungary.
authors.forename: Tamás
authors.initials: T
authors.lastname: Holczbauer
authors.affiliation: Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, 1519 Budapest, Hungary.
authors.forename: Tibor
authors.initials: T
authors.lastname: Soós
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000438:Alcohols; D000447:Aldehydes; D006571:Heterocyclic Compounds; D007659:Ketones