Synthesis of air- and moisture-stable, storable chiral oxorhenium complexes and their application as catalysts for the enantioselective imine reduction.

Autor: Das BG; Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Indore By-pass Road, Bhopal-462066 (India)., Nallagonda R; Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Indore By-pass Road, Bhopal-462066 (India)., Dey D; Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Indore By-pass Road, Bhopal-462066 (India)., Ghorai P; Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Indore By-pass Road, Bhopal-462066 (India). pghorai@iiserb.ac.in.
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2015 Sep 01; Vol. 21 (36), pp. 12601-5. Date of Electronic Publication: 2015 Jul 21.
DOI: 10.1002/chem.201501914
Abstrakt: Air-/moisture-stable, crystalline, and storable chiral salicyloxazoline based oxorhenium(V) complexes have been synthesized and their catalytic application for the asymmetric reduction of ketimines using hydrosilane as hydride source is disclosed. A broad substrate scope, high yields, and excellent enantioselectivities (up to 99 %) are attained. Furthermore, the syntheses of enantiopure α-amino esters, γ- and δ-lactams, and isoindolinones have also been carried out using this methodology. Finally, the method has been applied to synthetic targets of pharmaceutical relevance, such as R-(+)-salsolidine and R-(+)-crispine A.
(© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE
Externí odkaz:
Nepřihlášeným uživatelům se plný text nezobrazuje