41472-84-8Relevant academic research and scientific papers
Influence of α-methyl substitution of proline-based organocatalysts on the asymmetric α-oxidation of aldehydes
Tong, Sok-Teng (Amy),Brimble, Margaret A.,Barker, David
experimental part, p. 4801 - 4807 (2009/10/09)
The direct asymmetric organocatalytic α-oxidation of aldehydes using trans-2-(p-methylphenylsulfonyl)-3-phenyloxaziridine is reported. This method affords the S isomer of α-hydroxy aldehydes, thereby complementing the selectivity for the R isomer observed using the two-step nitrosobenzene method. Use of α-methylproline and α-methylproline tetrazole significantly increases the enantioselectivity observed for the α-oxidation of aldehydes compared to analogous unsubstituted organocatalysts.
A novel approach to γ-hydroxy-α,β-unsaturated compounds
Krawczyk, Henryk,Wasek, Katarzyna,Kedzia, Jacek
experimental part, p. 3299 - 3306 (2009/05/11)
A simple synthesis of (E)-alk-1-enyl mesylates from (E)-alk-1- enylphosphonates is reported. Construction of γ-hydroxy-α,β- unsaturated compounds was achieved by a two-step process involving dihydroxylation of the enol mesylates followed by HWE reaction of the resulting α-hydroxy aldehydes with activated methylphosphonates. Enantioselective synthesis of the title compounds is also reported.
