1104739-11-8Relevant academic research and scientific papers
Et3B/Et2AlCl/O2-Mediated Radical Coupling Reaction between α-Alkoxyacyl Tellurides and 2-Hydroxybenzaldehyde Derivatives
Nagatomo, Masanori,Zhang, Keshu,Fujino, Haruka,Inoue, Masayuki
, p. 3820 - 3824 (2020)
A newly devised radical-based strategy enabled coupling between multiply oxygenated α-alkoxyacyl tellurides and 2-hydroxybenzaldehyde derivatives. A reagent combination of Et3B, Et2AlCl, and O2 promoted the formation of the α-alkoxy carbon radical from the α-alkoxyacyl telluride and the addition of the radical to the carbonyl group of 2-hydroxybenzaldehyde. The reaction chemo- and stereoselectively forged the hindered C?C bond between two oxygen-functionalized carbons at ambient temperature. The method was applied to the preparation of 12 coupling adducts with three to six contiguous stereocenters and to the concise synthesis of an antitumor compound, LLY-283.
Inverse stereoselectivity in the nucleophilic attack on five-membered ring oxocarbenium ions. Application to the total synthesis of 7-epi-(+)-goniofufurone
Hernández-García, Luís,Quintero, Leticia,H?pfl, Herbert,Sosa, Martha,Sartillo-Piscil, Fernando
experimental part, p. 139 - 144 (2009/04/07)
A highly stereoselective nucleophilic substitution at the anomeric position of 1,2-O-isopropylidene furanose derivatives was employed for the synthesis of 7-epi-(+)-goniofufurone and two of its stereoisomers. According to Woerpel's model, the stereoselect
