Stereochemical Studies. VII. Thermal Rearrangement of α-Hydroxyimines to α-Aminoketones using optically Active Open Chain Compounds
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چکیده
منابع مشابه
Improved methods for thermal rearrangement of alicyclic α-hydroxyimines to α-aminoketones: synthesis of ketamine analogues as antisepsis candidates.
Ketamine is an analgesic/anesthetic drug, which, in combination with other drugs, has been used as anesthetic for over 40 years. Ketamine induces its analgesic activities by blocking the N-methyl-D-aspartate (NMDA) receptor in the central nervous system (CNS). We have reported that low doses of ketamine administrated to patients before incision significantly reduced post-operative inflammation ...
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The phosphonate-phosphate rearrangement is an isomerisation of α-hydroxyphosphonates bearing electron-withdrawing substituents at the α-carbon atom. We studied the stereochemical course of this rearrangement with respect to phosphorus. A set of four diastereomeric α-hydroxyphosphonates was prepared by a Pudovik reaction from two diastereomeric cyclic phosphites. The hydroxyphosphonates were sep...
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The 1,2,3,4-tetrahydro-isoquinolin-4-one 4 reacts as an α-amino ketone with periodate to give various products, the major compound being 1-hydroxy-1,2-dihydro-3,4-isoquinolinedione 12. Upon stepwise oxidation with Hg(II)-EDTA the 4-hydroxyisoquinolinium ion 14 is detected as an intermediate and its further oxidation with periodate gives rise to an almost identical product spectrum. Because 12 r...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1971
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.19.227