A new chiral lithium amide based on (S)-2-[1-(3,3-dimethyl)pyrrolidinylmethyl]pyrrolidine—synthesis, NMR studies and use in the enantioselective deprotonation of cyclohexene oxide

Autor:	Rimke W de Groot, Öjvind Davidsson, Agha Zul-Qarnain Khan ★, Per I. Arvidsson
Rok vydání:	1998
Předmět:	Lithium amide Organic Chemistry Enantioselective synthesis Ring (chemistry) Medicinal chemistry Catalysis Pyrrolidine Inorganic Chemistry chemistry.chemical_compound Deprotonation chemistry Yield (chemistry) Organic chemistry Physical and Theoretical Chemistry Enantiomeric excess Cyclohexene oxide
Zdroj:	Tetrahedron: Asymmetry. 9:1223-1229
ISSN:	0957-4166
DOI:	10.1016/s0957-4166(98)00085-8
Popis:	A new chiral lithium amide has been designed starting from ( S )-proline. This new chiral lithium amide has been used for asymmetric deprotonation/ring opening of cyclohexene oxide to give ( S )-2-cyclohexen-1-ol in 88% yield and 78% enantiomeric excess. NMR studies of the lithium amide and the ligand–substrate complex are also presented.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::0903b23e47e1f9490152d05f44fbab3a https://doi.org/10.1016/s0957-4166(98)00085-8 Zobrazit plný text záznamu Full Text from ScienceDirect