199535-74-5Relevant academic research and scientific papers
Reactions of 2,5-dihydro-2,5-dimethoxy-furan with phenylselenenylchloride: Regio- and stereocontrolled generation of highly functionalized C4 building-blocks
D'Onofrio, Franco,Margarita, Roberto,Parlanti, Luca,Pernazza, Daniele,Piancatelli, Giovanni
, p. 15843 - 15852 (1997)
An efficient protocol for stereo- and regiocontrolled synthesis of small polyfunctional molecules is presented. The stereospecific addition of PhSeCl to 2,5-dihydro-2,5-dimethoxy-furan 1 in solvents, such as methylene chloride and methanol, gives cyclic and linear acetals 2 and 3, depending on the solvent used. Emphasis is given to the regiocontrolled hydrolysis of acetal groups for the preparation of stereodefined and highly functionalized C4 synthons, such as 8, 9 and 13.
