1381982-89-3Relevant academic research and scientific papers
Boron/zinc exchange for the conjugate arylation of unsaturated Meldrum's acid derivatives
Jardim, Micaela,Baldassari, Lucas L.,Contreira, Maria Eduarda,Moro, Angélica V.,Lüdtke, Diogo S.
, (2020/01/31)
An approach for the conjugate arylation reaction of unsaturated Meldrum's acid derivatives is reported. The reaction takes place through a Boron-Zinc exchange reaction between arylboronic acids and diethylzinc and the subsequent transfer of thus generated reactive aryl groups to the β-position of the double bond of the Meldrum's derivatives. The compounds obtained are valuable synthetic intermediates and can give rise to bioactive molecules such as β,β-disubstituted carboxylic acids and amides.
Carbon-based leaving group in substitution reactions: Functionalization of sp3-hybridized quaternary and tertiary benzylic carbon centers
Mahoney, Stuart J.,Lou, Tiantong,Bondarenko, Ganna,Fillion, Eric
, p. 3474 - 3477 (2012/09/05)
Lewis acid promoted substitution reactions employing Meldrum's acid and 5-methyl Meldrum's acid as carbon-based leaving groups are described which transform unstrained quaternary and tertiary benzylic Csp 3-Csp3 bonds into Csp3-X bonds (X = C, H, N). Importantly, this reaction has a broad scope in terms of both suitable substrates and nucleophiles with good to excellent yields obtained (typically >90%).
