Syntheses of (S)-(-)-3-piperidinol from L-glutamic acid and (S)-malic acid

Olsen, Richard K.; Bhat, Krishna L.; Wardle, Robert B.; Hennen, William J.; Kini, Ganesh D.

doi:10.1021/jo00206a040

Cited by 28 publications

(15 citation statements)

References 10 publications

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“…The EBAC results on the Roper suggests its stable core is many hundreds of MeV heavier than 1440 MeV [14]. The story of the X, Y, Z mesons, discussed here by Stephen Olsen [15], in charmonium, bottomonium, and perhaps strangeonium is an intriguing window on how hadrons really have a multiquark composition, and their decay dynamics shapes their properties too. Detailed study of their decays has the capacity to teach us whether they are bound by interhadron forces, as for molecular states, or by interquark forces that bind tetraquark mesons.…”

Section: Why Cebaf?mentioning

confidence: 94%

Why is GeV physics relevant in the age of the LHC?

Pennington

2014

Hyperfine Interact

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The contribution that Jefferson Lab has made, with its 6 GeV electron beam, and will make, with its 12 GeV upgrade, to our understanding of the way the fundamental interactions work, particularly strong coupling QCD, is outlined. This physics at the GeV scale is essential even in TeV collisions.Keywords QCD, baryons, mesons, spectrum, decays, structure PACS 14.20. Gk, 13.30.Eg, 14.40.Be, 11.80.Et, 13.60.Le Why CEBAF?At Jefferson Lab, we study all the interactions of the Standard Model and even those Beyond, but at a quite different energy regime than the LHC: GeV rather than TeV. Precision parity violation experiments measure the weak charge of the proton at low momentum scales, and searches go on for heavy photons. Both set limits on what is beyond the Standard Model. However, the focus of this talk is precision study of the strong interaction using electromagnetic probes.At Jefferson Lab [1], where our electron machine (known as CEBAF) is being upgraded to 12 GeV, we study the spectrum and structure of hadrons, and in turn how these hadrons, particularly nucleons, build nuclei and so determine the properties of the matter of which we are made. These properties reflect the nature of the strong interaction, governed by QCD, in the strong coupling regime: a regime that is responsible for colour confinement and chiral symmetry breaking that shape the dynamics of hadrons. The QCD Lagrangian incorporates all the features required for perturbative calculations to the first few orders that can and do describe hard scattering processes, involving interactions over ranges much smaller than the size

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Section: Why Cebaf?mentioning

confidence: 94%

Why is GeV physics relevant in the age of the LHC?

Pennington

2014

Hyperfine Interact

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“…[23] 100 mg of 1c were incubated in Tris.SO 4 buffer 50 mM pH 7.5 (20 mL) containing NADPH (1 mM) and MgBr 2 (1 mM) in the presence of 2-propanol (5% v v -1 ) and n-hexane (5% v v -1 ) with LBADH (10 U) for 18 h at 30 ºC. The reaction was extracted with Et 2 O (3 x 5 mL) and the organic layers were dried and evaporated.…”

Section: Methodsmentioning

confidence: 99%

Chemo‐ and Stereodivergent Preparation of Terminal Epoxides and Bromohydrins through One‐Pot Biocatalysed Reactions: Access to Enantiopure Five‐ and Six‐Membered N‐Heterocycles

et al. 2010

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Abstract. Different enantiopure terminal epoxides or bromohydrins have chemoselectively been synthesised in one-pot starting from the corresponding α-bromoketones through alcohol dehydrogenase (ADH)-catalysed processes adding an organic co-solvent and tuning appropriately the medium pH and the temperature. Thus, at neutral pH enantiopure bromohydrins were obtained while using basic conditions (pH 9.5-10) epoxides were isolated as the main product. Furthermore, by simple selection of the biocatalyst, chemo-and stereodivergent transformations were achieved to obtain, e.g. enantiopure prolinol or piperidin-3-ol.

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“…NaOH [11], thermal rearrangement [12], and DielsÀAlder reactions [13] are some of the key methodologies employed. The enantiospecific synthesis of (À)-(R)-and (þ)-(S)-piperidin-3-ols have been reported starting from optically pure(À)-d-mannitol [14], (S)-malic acid, and l-(þ)-glutamic acid [15], etc. ; however, yields of the isolated products were rather poor, or potentially unsafe or hazardous reagents were used.…”

Section: A Practical and Enantiospecific Synthesis Of (à)-(R)-and (þ)mentioning

confidence: 99%