Asymmetric Aldol Reaction of Alkenyl Esters with α-Keto Esters Catalyzed by Chiral Tin Alkoxides

Autor:	Kotaro Takagi, Chika Uchiyama, Akira Yanagisawa
Rok vydání:	2021
Předmět:	chemistry.chemical_compound Aldol reaction chemistry Organic Chemistry Enantioselective synthesis chemistry.chemical_element Methanol Optically active Methoxide Tin Medicinal chemistry Sodium methoxide Catalysis
Zdroj:	Synlett. 32:2085-2089
ISSN:	1437-2096 0936-5214
DOI:	10.1055/a-1665-9014
Popis:	A catalytic enantioselective aldol reaction of alkenyl esters with α-keto esters was achieved by using an (R)-BINOL-derived chiral tin dibromide possessing 4-t-butylphenyl groups at the 3- and 3′-positions as a chiral precatalyst in the presence of sodium methoxide and methanol. Optically active aldol products possessing a chiral tertiary carbon were diastereoselectively obtained with up to 92% ee and moderate to high yields, not only from cyclic alkenyl esters, but also from acyclic ones under the influence of the chiral tin methoxide generated in situ.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::953cff9ba09da4267f01029014bd8a2a https://doi.org/10.1055/a-1665-9014 Zobrazit plný text záznamu