Hydrated forms of N-[(3R)-3-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-2-methylene-butanoyl]-(1S,2R)-bornane-10,2-sultam and its enantiomer (Journal article)

Elemes, Y./ Muir, K. W.


Triazolidinediones react with each enantiomeric bornanesultam derivative of tiglic acid to produce the appropriate ene adduct in high yield and with excellent regioselectivity and diastereoselectivity. The optically pure products, viz. N-[(3R)-3-(4methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-2-methylenebutanoyl](1S,2R)-bornane-10,2-sultam 0.15-hydrate, C(18)H(26)N(4)O(5)S(.)0.35H(2)O, and its enantiomer N-[(3S)-3-(4-methyl-3,5-dioxo1,2,4-triazolidin-1-yl)-2-methylenebutanoyl]-(1R,2S)-bornane10,2-sultam0.35-hydrate, C(18)H(26)N(4)O(5)S(.)0.35H(2)O, have been characterized by spectroscopy and single- crystal X- ray analysis. Their structures are the result of C ss-re attack of the enophile on the double bond of the alkene.
Institution and School/Department of submitter: Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας
Keywords: triazolinedione ene reactions,singlet oxygen,stereochemistry,nitrosoarene,derivatives,acid
URI: http://olympias.lib.uoi.gr/jspui/handle/123456789/8127
ISSN: 0108-2701
Link: <Go to ISI>://000239485400024
http://journals.iucr.org/c/issues/2006/08/00/dn3017/dn3017.pdf
Publisher: International Union of Crystallography
Appears in Collections:Άρθρα σε επιστημονικά περιοδικά ( Ανοικτά)

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