Diastereoselective Alkylation of (Arene)tricarbonylchromium and Ferrocene Complexes Using a Chiral, C2-Symmetrical 1,2-Diamine as Auxiliary

Autor:	Alexakis, Alexandre, Tomassini, Axel, Andrey, Olivier, Bernardinelli, Gerald
Zdroj:	European Journal of Organic Chemistry; April 2005, Vol. 2005 Issue: 7 p1332-1339, 8p
Abstrakt:	The aminal of (benzaldehyde)tricarbonylchromium and en-antiopure bipyrrolidine undergoes diastereoselective ortho-metallation with butyllithium. Quenching with various electrophiles, followed by hydrolysis of the aminal, affords ortho-substituted (benzaldehyde)tricarbonylchromium compounds with high ee (91–99 %). When quenched with Ph2PCl, a new chiral P,N-bidentate ligand is obtained, which shows efficiency in Pd- and Cu-catalysed reactions. The aminal of ferrocenecarbaldehyde could also be formed, but the ortho-deprotonation occurs with only moderate diastereoselectivity (70 %). (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
Databáze:	Supplemental Index
Externí odkaz:	Zobrazit plný text záznamu Plný text