A Method to Prepare Optically Active Acyclic α-Benzyl Ketones by Thermodynamically Controlled Deracemization

Autor:	Shiho Mamba, Makoto Inai, Mitsuyo Horikawa, Takeshi Nishii, Risa Kondo, Takahiro Imai, Tetsuto Tsunoda, Yu Watanabe, Hiroto Kaku
Rok vydání:	2013
Předmět:	chemistry.chemical_classification Aqueous solution Base (chemistry) Organic Chemistry Decane Optically active Carbonyl group Chiral resolution Solvent chemistry.chemical_compound Molecular recognition chemistry Organic chemistry Physical and Theoretical Chemistry
Zdroj:	European Journal of Organic Chemistry. 2013:8208-8213
ISSN:	1434-193X
DOI:	10.1002/ejoc.201300936
Popis:	Thermodynamically controlled deracemization of some acyclic ketones bearing a chiral center at the position α to the carbonyl group was satisfactorily achieved. Acyclic ketones with high optical purities could be isolated after treatment of the racemic ketones with base in aqueous MeOH in the presence of (–)-(2R,3R)-trans-2,3-bis(hydroxydiphenylmethyl)-1,4-dioxaspiro[5.4]decane (1a). The efficiency of the deracemization was appreciably influenced by the ratio of H2O/MeOH used as solvent.
Databáze:	OpenAIRE
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