1043886-16-3Relevant academic research and scientific papers
Synthesis of enantiopure highly functionalized pyrrolizines and indolizines from natural α-amino acids: An experimental and theoretical investigation
Borsini, Elena,Broggini, Gianluigi,Contini, Alessandro,Zecchi, Gaetano
, p. 2808 - 2816 (2008)
Variously substituted enantiopure 2-benzylamino-1-hydroxymethyl-2,3- dihydro-1H-pyrrolizines and 6-benzylamino-5,6,7,8-tetrahydroindolizin-8-ols have been prepared. The reaction sequence starts from L-α-amino acids and involves an intramolecular cycloaddition of pyrrole-based nitrone intermediates. A theoretical investigation at the HCTH/6-311+G(d,p)//HCTH/6-31+G(d) level of theory was performed with the aim of rationalizing the effects of substituents on the regiochemistry of the cycloaddition reaction. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
