Heterogeneous catalytic asymmetric aminohydroxylation of olefins using LDH-supported OsO4

Choudary, Boyapati M. ; Chowdari, Naidu S. ; Jyothi, Karangula ; Lakshmi Kantam, Mannepalli (2003) Heterogeneous catalytic asymmetric aminohydroxylation of olefins using LDH-supported OsO4 Journal of Molecular Catalysis A: Chemical, 196 (1-2). pp. 151-156. ISSN 1381-1169

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S13811...

Related URL: http://dx.doi.org/10.1016/S1381-1169(02)00645-3

Abstract

Recently prepared layered double hydroxides (LDH)-supported OsO4, developed by the ion-exchange technique, was employed for catalytic asymmetric aminohydroxylation (AA) of olefins of varied nucleophilicity using Chloramine-T and (DHQ)2PHAL to afford chiral vicinal N-protected amino alcohols, important building blocks for many biologically active compounds and precursors for chiral ligands with moderate yields and ee's for the first time. Strong electron deficient olefins undergo AA reaction offering better yields than the less electron deficient and electron rich olefins due to the greater polarization of Os=NTs group in the former. The catalyst could be reused without any loss of enantioselectivity albeit a reduced activity.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Amino Alcohols; Asymmetric Catalysis; Aminohydroxylation; Chloramine-T; LDH-OsO
ID Code:6853
Deposited On:26 Oct 2010 05:21
Last Modified:28 May 2011 08:59

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