Home / Publications / Generation and stereocontrolled trapping of 3-phenylcyclopropene and its derivatives

Generation and stereocontrolled trapping of 3-phenylcyclopropene and its derivatives

, 
Mark S Baird 2
Mark S Baird
, 
Anna K Croft 2
Anna K Croft
, 
Ivan Grigorevich Bolesov 1
Ivan Grigorevich Bolesov
10.1070/MC2004v014n06ABEH002061
Published 2004-12-17
Communication , Volume 14, Issue 6, 299-301
13
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Sheshenev A. E. et al. Generation and stereocontrolled trapping of 3-phenylcyclopropene and its derivatives // Mendeleev Communications. 2004. Vol. 14. No. 6. pp. 299-301.
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Sheshenev A. E., Baird M. S., Croft A. K., Bolesov I. G. Generation and stereocontrolled trapping of 3-phenylcyclopropene and its derivatives // Mendeleev Communications. 2004. Vol. 14. No. 6. pp. 299-301.
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TY - JOUR
DO - 10.1070/MC2004v014n06ABEH002061
UR - https://mendcomm.colab.ws/publications/10.1070/MC2004v014n06ABEH002061
TI - Generation and stereocontrolled trapping of 3-phenylcyclopropene and its derivatives
T2 - Mendeleev Communications
AU - Sheshenev, Andrey Evgenievich
AU - Baird, Mark S
AU - Croft, Anna K
AU - Bolesov, Ivan Grigorevich
PY - 2004
DA - 2004/12/17
PB - Mendeleev Communications
SP - 299-301
IS - 6
VL - 14
ER -
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@article{2004_Sheshenev,
author = {Andrey Evgenievich Sheshenev and Mark S Baird and Anna K Croft and Ivan Grigorevich Bolesov},
title = {Generation and stereocontrolled trapping of 3-phenylcyclopropene and its derivatives},
journal = {Mendeleev Communications},
year = {2004},
volume = {14},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2004v014n06ABEH002061},
number = {6},
pages = {299--301},
doi = {10.1070/MC2004v014n06ABEH002061}
}
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Sheshenev, Andrey Evgenievich, et al. “Generation and stereocontrolled trapping of 3-phenylcyclopropene and its derivatives.” Mendeleev Communications, vol. 14, no. 6, Dec. 2004, pp. 299-301. https://mendcomm.colab.ws/publications/10.1070/MC2004v014n06ABEH002061.

Abstract

Selective methods for the preparation of 3-phenylcyclopropene and its 1-substituted derivatives are provided. The parent cyclopropene is readily trapped in (3+2)- and (4+2)-cycloadditions that lead to exo-3-phenyl-1,2-disubstituted cyclopropanes. Ab initio calculations suggest that the lowest energy conformation has the plane of the benzene ring perpendicular to the cyclopropene π-bond but with a low rotation barrier.

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