Chiral polyhydroxypiperidine derivatives have recently attracted attention due to the anticancer and antiviral properties displayed by some of these compounds [1][2][3]. However, the enantioseleetive synthesis of such compounds is difficult and laborious [4]. On the other hand, the microbiological oxidation of organic compounds, in particular, nitrogen heterocycles, proceeds, as a rule, with regio-and enantioselectivity [5][6][7][8].We have studied the microbiological oxidation of 1-benzyl-3-methyl-A3-piperidine (I) by mycelium fungi.Of the five strains of Aspergillus niger, two strain.~ of Beauveria bassiana, Rizopus oryzae VKPM 1::-431, Penicillium simplicissimum and Cunninghamella verticillata VKPM F-430, the latter fungus proved the most active [9]. T.h.e transformation was carried out in a growing cell culture of these fungus strains at pH 5.0 according to our previous procedure [10]. The concentration of substrate for the transformation was 100 rag/liter. The transformation products were extracted thrice with chloroform from the culture liquid at pH 10.0. The chloroform extracts were evaporated to dryness and the residue was dissolved in a small amount of methanol and analyzed on an HP-5890 Series II GC/MS with HP 5972 mass-selective detector equipped with a 30 m • 0.2 mm quartz capillary column packed with HP-5MS as the stationary phase. Temperature programming was carried out at from 70 to 250~ at 30~
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
A Simple and Convenient Route to 1,2,3,4,5,6,7,8-Octahydro-1,6naphthyridines.-Lithiation of 4-piperidinoimines (I) and subsequent quenching with 1,3-bromochloropropane (II) results in a simple one-pot synthesis of the title compounds (III), required as synthons of biologically active compounds. -(GAIDAROVA, E. L.; BORISENKO, A. A.; CHUMAKOV, T. I.; MEL'NIKOV, A. V.; ORLOV, I. S.; GRISHINA, G. V.; Tetrahedron Lett. 39 (1998) 42, 7767-7770; Dep. Chem., Lomonosov Moscow State Univ., Moscow 119899, Russia; EN)
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.