Journal ArticleDOI
Rapid chromatographic technique for preparative separations with moderate resolution
Abstract:
(11) Potassium ferricyanide has previously been used to convert w'c-1,2-dicarboxylate groups to double bonds. See, for example, L. F. Fieser and M. J. Haddadln, J. Am. Chem. Soc., 86, 2392 (1964). The oxidative dldecarboxylation of 1,2-dlcarboxyllc acids is, of course, a well-known process. See Inter alia (a) C. A. Grob, M. Ohta, and A. Weiss, Helv. Chim. Acta, 41, 1911 (1958); and (b) E. N. Cain, R. Vukov, and S. Masamune, J. Chem. Soc. D, 98 (1969).read more
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Enantiocontrolled Synthesis of 2,3,6-Trisubstituted Piperidines Using (η3-Dihydropyridinyl)molybdenum Complexes as Chiral Scaffolds. Total Synthesis of (−)-Indolizidine 209B
TL;DR: Enantiopure TpMo(CO)2(pyridinyl) complexes were prepared using an efficient and scalable enzymatic kinetic resolution of the precursor to the molybdenum complex and the synthetic potential was demonstrated by a total synthesis of (-)-indolizidine 209B.
Journal ArticleDOI
4-Fluorinated L-lysine analogs as selective i-NOS inhibitors: methodology for introducing fluorine into the lysine side chain
E. Ann Hallinan,Steven W. Kramer,Stephen C. Houdek,William M. Moore,Gina M. Jerome,Dale P. Spangler,Anna M. Stevens,Huey S. Shieh,Pamela T. Manning,Barnett S. Pitzele +9 more
TL;DR: In this paper, the synthesis of 4R-fluoro-L-NIL (12) and 4,4-difluoro-LRL-NLIL (23) was performed as part of the iNOS program.
Journal ArticleDOI
Dihydrofolate synthetase and folylpolyglutamate synthetase: direct evidence for intervention of acyl phosphate intermediates.
TL;DR: In the reactions catalyzed by the E. coli enzymes, both NMR and quantitative mass spectral analyses established that transfer of the oxygen isotope from the substrate 18O-enriched carboxyl group to Pi occurred, thereby providing strong evidence for an acyl phosphate intermediate in both the FPGS- and DHFS-catalyzed reactions.
Journal ArticleDOI
Cycloaddition of Cyclopentadiene to 3-Deoxy-1,2:5,6-di-O-isopropylidene-alpha-D-erythro-hex-3-enofuranose. Synthesis and Representative Chemistry of 1,6-Anhydro-2,3-dideoxy-beta-D-glycero-hex-2-enopyran-4-ulose ("Isolevoglucosenone").
TL;DR: Evidence is presented to show that these 1,6-anhydro sugar-cyclopentadiene adducts do not arise from rearrangement of 4 to isolevoglucosenone (5) followed by cycloaddition but are the result of Lewis acid-catalyzed rearrangements of alkene 4 to acyclic dienophile 12 followed by addition of cyclopentadienes.
Journal ArticleDOI
A convenient synthesis of 4-amino-4-deoxy-l-arabinose and its reduction product, 1,4-dideoxy-1,4-imino-l-arabinitol☆☆☆
TL;DR: In this paper, a mixture of N,N-dimethylformamide and 2-methoxypropene containing a little hydrogen chloride gave preponderantly the 2,3-O-isopropylidene derivative, which was readily converted into its 4-trifluoromethanesulfonate.