2024-03-29T00:35:10Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/55352021-11-02T12:05:28Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594
Sedano Labrador, Carlos
Velasco, Rocío
Suarez Pantiga, Samuel
Sanz Díez, Roberto
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.
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http://hdl.handle.net/10259/5535
eng
American Chemical Society
Merging α-Lithiation and Aldol-Tishchenko Reaction to Construct Polyols from Benzyl Ethers
info:eu-repo/semantics/article
TEXT
RIUBU. Repositorio Institucional de la Universidad de Burgos
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