Starting from hex-5-yn-1-01 an efficient seven step synthesis of (Z)9-[2H,](non-3-en-1-yl) triphenylphosphonium bromide is described. This Wittig reagent is a key intermediate for the synthesis of C-20 trideuterated eicosanoids. Introduction of deuterium at C-20 provides standards that are stable to
Convenient syntheses of [20,20,20-2H3]-arachidonic acid and [20,20,-2H2]-20-hydroxyeicosatetraenoic acid
β Scribed by J. R. Falck; Siddam Anjaiah; Venugopal Raju Tuniki; V. Raj Gopal; Jorge H. Capdevila
- Publisher
- John Wiley and Sons
- Year
- 2006
- Tongue
- French
- Weight
- 113 KB
- Volume
- 49
- Category
- Article
- ISSN
- 0022-2135
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β¦ Synopsis
Abstract
Deuterated arachidonic acid and 20βHETE were prepared in good overall yields and high stereoselectivities. Key transformations include a transβspecific vinyl dibromide reduction and Suzuki crossβcouplings to a lithium borate or a 9βBBN borane. These standards are three and two mass units higher, respectively, than their naturally occurring counterparts and are useful in mass spectrometry analysis. Copyright Β© 2006 John Wiley & Sons, Ltd.
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Structuresof (HrO), (W20), H+(HaO)zo (HW20) and H+(HrO)rr (HW21) clusters were determined by applyingtheZemer's intermediate neglect of differential overlap self-consistent field unrestricted Hat-tree-Fock (ZINDO SCF UHF) method after appropriate parametrization and yield a dodecahedral arrangement
Das bekannte polyedrische Boran-Anion [B 20 H 18 ] 2Γ 1, das im folgenden trans-[B 20 H 18 ] 2Γ genannt wird, und sein Photoisomer iso-[B 20 H 18 ] 2Γ 2 [2] wurden erstmals in den sechziger Jahren synthetisiert, kurz nachdem die ersten polyedrischen Borane beschrieben worden waren. Die elektrophile