Allenl azide cycloaddtion chemistry. Photochemical initiation and cul mediation leads to improved regioselectivity

Allenl azide cycloaddtion chemistry. Photochemical initiation and cul mediation leads to improved regioselectivity. Feldman II, K., Hester, D., Lpez, C., & Faza, O. Organic Letters, 10(8):1665-1668, 2008.
doi abstract bibtex

Irradiation of 2-(3-alkenyl)allenylphenyl azides in the presence of excess Cul furnished functionalized 2,3-cyclopentenylindoles in good yield with only trace amounts of competitive C-N-bonded regioisomeric products. These results represent a significant departure from the modest to-nonexistent regioselectivity that attended thermal cyclization of these allenyl azide substrates. © 2008 American Chemical Society.

@ARTICLE{FeldmanII20081665,
author={Feldman II, K.S. and Hester, D.K. and Lpez, C.S. and Faza, O.N.},
title={Allenl azide cycloaddtion chemistry. Photochemical initiation and cul mediation leads to improved regioselectivity},
journal={Organic Letters},
year={2008},
volume={10},
number={8},
pages={1665-1668},
doi={10.1021/ol800429j},
abstract={Irradiation of 2-(3-alkenyl)allenylphenyl azides in the presence of excess Cul furnished functionalized 2,3-cyclopentenylindoles in good yield with only trace amounts of competitive C-N-bonded regioisomeric products. These results represent a significant departure from the modest to-nonexistent regioselectivity that attended thermal cyclization of these allenyl azide substrates. © 2008 American Chemical Society.},
}

Downloads: 0