2026-05-14T06:38:44Zhttps://riubu.ubu.es/oai/request

oai:riubu.ubu.es:10259/55352021-11-02T12:05:28Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594

00925njm 22002777a 4500 dc Sedano Labrador, Carlos author Velasco, Rocío author Suarez Pantiga, Samuel author Sanz Díez, Roberto author 2020-10 α-Lithiobenzyl ethers, generated by selective α-lithiation, undergo an aldol-Tishchenko reaction upon treatment with carboxylic esters and paraformaldehyde. The reaction of the organolithium with the carboxylate generates an intermediate enolate that, after formaldehyde addition, affords 1,2,3-triol derivatives in a straightforward and one-pot manner. These products are obtained as single diastereoisomers bearing a quaternary stereocenter. The complete diastereocontrol of the aldol-Tishchenko process is attributed to stereoelectronic preferences in the transition state. 1523-7060 http://hdl.handle.net/10259/5535 10.1021/acs.orglett.0c03014 1523-7052 Reaction products Aldehydes Ethers Pharmaceuticals Aldol reactions Merging α-Lithiation and Aldol-Tishchenko Reaction to Construct Polyols from Benzyl Ethers