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Synthesis and Stereostructure of 3-Amino-5- and -6-hydroxybicyclo[2.2.1]heptane-2-carboxylic Acid Diastereomers
Authors:Márta?Palkó,Elvira?Sándor,Pál?Sohár,Ferenc?Fül?p  author-information"  >  author-information__contact u-icon-before"  >  mailto:fulop@pharm.u-szeged.hu"   title="  fulop@pharm.u-szeged.hu"   itemprop="  email"   data-track="  click"   data-track-action="  Email author"   data-track-label="  "  >Email author
Affiliation:1.Institute of Pharmaceutical Chemistry, University of Szeged,Hungary;2.Research Group for Structural Chemistry and Spectroscopy, Hungarian Academy of Sciences and Institute of General and Inorganic Chemistry, E?tv?s Lóránd University,Budapest,Hungary
Abstract:Summary. All-endo-3-amino-5-hydroxybicyclo[2.2.1]heptane-2-carboxylic acid and two epimers of 3-amino-6-hydroxybicyclo[2.2.1]heptane-2-carboxylic acid were prepared via 1,3-oxazine or γ-lactone intermediates by the stereoselective functionalization of endo-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxylic acid derivatives. Their structures were proved by IR and NMR spectroscopy, with the use of HMQC, HMBC, DEPT, and DIFFNOE techniques.
Keywords:. Amino acids   Heterocycles   IR spectroscopy   NMR spectroscopy   Cyclization.
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