Synthesis of phosphonato esters involving heterocyclic biological bases in a highly diastereoselective and chemoselective route

Synthesis of phosphonato esters involving heterocyclic biological bases in a highly diastereoselective and chemoselective route

Synthesis of five phosphonato esters has been accomplished via reaction between dimethyl acetylenedicarboxylate and triphenyl phosphite in the presence of biological compounds such as theophylline, 4-hydroxypyrimidine, 2 H -3,1-benzoxazine-2,4(1 H )-dione, 2-chloroaniline, or 3-nitroaniline at ambie...

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Veröffentlicht in:Monatshefte für Chemie 2010-03, Vol.141 (3), p.351-356
Hauptverfasser: Maghsoodlou, Malek T., Hazeri, Nourallah, Habibi-Khorassani, Sayed M., Heydari, Reza, Marandi, Ghasem, Lashkari, Mojtaba, Bagherpour, Khatereh, Gharechaei, Zahra
Format: Artikel
Sprache:eng
Schlagworte:
Analytical Chemistry
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Inorganic Chemistry
Organic Chemistry
Original Paper
Physical Chemistry
Theoretical and Computational Chemistry
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Zusammenfassung:Synthesis of five phosphonato esters has been accomplished via reaction between dimethyl acetylenedicarboxylate and triphenyl phosphite in the presence of biological compounds such as theophylline, 4-hydroxypyrimidine, 2 H -3,1-benzoxazine-2,4(1 H )-dione, 2-chloroaniline, or 3-nitroaniline at ambient temperature. The configuration of the compounds was determined on the basis of coupling constants emerging from the Karplus equation. Graphical abstract
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-010-0266-8