Lewis Acid-Catalyzed Asymmetric Selenocyanation of β-Ketoesters with N-Selenocyanatosaccharin

Autor:	Hongquan Yin, Di Wu, Fu-Xue Chen, Chengqiu Li, Jiashen Qiu, Lexia Yuan
Rok vydání:	2019
Předmět:	010405 organic chemistry Chemistry Reagent Organic Chemistry Electrophile Lewis acids and bases 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences Catalysis
Zdroj:	The Journal of Organic Chemistry. 85:934-941
ISSN:	1520-6904 0022-3263
Popis:	The first electrophilic asymmetric selenocyanation has been achieved in the presence of Ni(OTf)2 and (R,R)-DBFOX/Ph using N-selenocyanatosaccharin as the new selenocyanation reagent. Thus, a series of α-selenocyanato-β-keto esters were synthesized with high yields (up to 99%) and good ee values (up to 92% ee). The readily preparation of the reagent and high enantioselectivity make this methodology much practical for the synthesis of chiral selenocyanates.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::de3d207b5b1349204d8c684ea4454f63 https://doi.org/10.1021/acs.joc.9b02786 Zobrazit plný text záznamu