Stereocontrolled enantioselective addition of diethylzinc to aldehydes using new chiral aminoalcohols

Autor:	Doo Han Park, Yong Hae Kim, Il Suk Byun
Rok vydání:	1992
Předmět:	inorganic chemicals Chemistry organic chemicals Enantioselective synthesis General Chemistry Diethylzinc Asymmetric induction Catalysis chemistry.chemical_compound Organic chemistry heterocyclic compounds Stereoselectivity Enantiomer Enantiomeric excess Selectivity
Zdroj:	Heteroatom Chemistry. 3:51-54
ISSN:	1098-1071 1042-7163
DOI:	10.1002/hc.520030110
Popis:	The new chiral β-aminoalcohols of indolinylmethanols (1) and their reduced derivatives (2) were synthesized from (S)-indoline-2-carboxylic acid. Both (R) and (S) enantiomers of the optically active secondary alcohols have been successfully obtained in high enantiomeric excess from the stereoselective addition of diethylzinc to the aldehydes catalyzed by the chiral aminoalcohols (1 and 2). The sense of the asymmetric induction and the degrees of enantioselectivities turned out to be highly dependent on the structure of the catalysts: The presence of the catalyst 1 afforded the (S)-configuration of the corresponding alcohols; on the other hand, the presence of 2 afforded the (R)-configuration of the alcohols in high enantiomeric selectivity.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::e0845f880f8bc59493a2f52b9d132a36 https://doi.org/10.1002/hc.520030110 Zobrazit plný text záznamu