1253786-99-0Relevant academic research and scientific papers
A concise synthesis of (S)-(+)-ginnol based on catalytic enantioselective addition of commercially unavailable Di(n -alkyl)zinc to aldehydes and ketones
Hatano, Manabu,Mizuno, Tomokazu,Ishihara, Kazuaki
, p. 2024 - 2028 (2010)
Catalytic, enantioselective n-alkyl addition of commercially unavailable di(n-alkyl)zinc reagents, which were prepared by a refined version of Charettes procedure with Grignard reagents, to aldehydes and ketones was developed. To minimize the side reactions in the catalysis by chiral phosphoramide ligand (1) or 3,3-diphosphoryl-BINOL ligand (2), a preparation of di(n-alkyl)zinc reagents with a 1:2.5:1.6 molar ratio of ZnClNaOMe/RMgCl under solvent-free conditions was essential. Optically pure (S)-(+)-ginnol (17) was readily synthesized in one step for the first time by the catalytic enantioselective n-nonylation of icosanal. Georg Thieme Verlag.
