925462-45-9Relevant academic research and scientific papers
The direct introduction of carbonates α to carbonyl groups
Hall, Adrian,Jones, Kerri L.,Jones, Teyrnon C.,Killeen, Niall M.,P?rzig, Robert,Taylor, Paul H.,Yau, Sze Chak,Tomkinson, Nicholas C. O.
, p. 3435 - 3438 (2006)
The first method for the direct formation of α-oxycarbonates from both aldehydes and ketones is described. N-Methyl-O-alkoxyformate hydroxylamine hydrochloride reagents can be prepared in two high-yielding steps from N-Boc-N-methyl hydroxylamine and were
Enantioselective synthesis of α-tertiary hydroxyaldehydes by palladium-catalyzed asymmetric allylic alkylation of enolates
Trost, Barry M.,Xu, Jiayi,Reichle, Markus
, p. 282 - 283 (2007/10/03)
Chiral α-tertiary hydroxyaldehydes are very versatile building blocks in synthetic chemistry. Herein, we report the first examples of a catalytic asymmetric protocol for the synthesis of such compounds from readily available α-halo or α-hydroxy ketones or enol silyl ethers with excellent yields and enantioselectivity. Its synthetic utility is demonstrated in the short, efficient formal synthesis of (S)-oxybutynin. In this process, the chiral ligand controls the regioselectivity as well as the enantioselectivity. Copyright
