492441-96-0Relevant academic research and scientific papers
Catalytic enantioselective dehydrogenative Si-O coupling of oxime ether-functionalized alcohols
Weickgenannt, Andreas,Mohr, Jens,Oestreich, Martin
, p. 3468 - 3479 (2012/06/18)
Asymmetric silylation of alcohols is an unusual but effective approach to their kinetic resolution, and the Cu-H-catalyzed dehydrogenative Si-O coupling is particularly noteworthy as dihydrogen is formed as the sole by-product. Our laboratory had previously reported on diastereoselective (with silicon-stereogenic silanes) and enantioselective (with achiral silanes) Si-O couplings of azine donor-functionalized alcohols. The limitation, that is, the requirement of a nitrogen donor atom, prompted us to seek equally useful donor groups. Oxime ethers were identified as a suitable alternative, and we describe herein the preparation of a series of oxime ether-functionalized alcohols. To assess different substitution patterns in their kinetic resolution, these were tested in the reagent-controlled Si-O coupling using a silicon-stereogenic silane. The optimal substituents at the oxime carbon atom (dr=85:15 in the diastereoselective coupling) were then chosen for the related catalyst-controlled Si-O coupling but selectivity factors were only moderate.
INHIBITORS OF SEMICARBAZIDE-SENSITIVE AMINE OXIDASE (SSAO) AND VAP-1 MEDIATED ADHESION USEFUL FOR TREATMENT OF DISEASES
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Page/Page column 61-62, (2010/02/10)
Compositions and methods of using compositions for treatment of inflammatory diseases and immune disorders are provided. Allylhydrazine compounds, hydroxylamine (aminooxy) compounds, and other compounds are disclosed which are inhibitors of semicarbazide-sensitive amine oxidase (SSAO) and/or vascular adhesion protein 1 (VAP-1). The compounds have therapeutic utility in suppressing inflammation and inflammatory responses, and in treatment of several disorders, including multiple sclerosis.
Lipase-catalyzed acetylation of tert-butyl N-(2-hydroxy-3- phenoxypropoxy)carbamates-preparation of optically active aminooxypropanols
Buchalska, Ewa,Plenkiewicz, Jan
, p. 2591 - 2599 (2007/10/03)
A simple method was developed for the preparation of optically active-3-aryloxy-1-aminooxy-2-propanols by a lipase-catalyzed kinetic resolution of racemic mixtures of their N-tert-butylcarbamate-protected derivatives.
