Polycyclic phosphonic acid derivatives obtained by a [4+2] cycloaddition strategy using phosphonodienes
(2013) Tetrahedron — Vol. 69, n° 3, p. 1138-1147 (2013)
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- A practical route is described for the preparation of 1-phosphono-3(4-di)- substituted-1,3-butadienes based on the Horner-Wadsworth-Emmons (HWE) reaction. Their reactivity in the Diels-Alder (DA) reaction with three selected dienophiles is studied and compared to diethyl 1-phosphono-1,3-butadiene. A particular attention is given to the P-deprotection of cycloadducts from dibenzyl phosphonodienes. New phosphonated bicycles and tricycles have been obtained using this HWE/DA reaction sequence. © 2012 Elsevier Ltd. All rights reserved
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Villemin, E., Robeyns, K., Robiette, R., Herent, M.-F., & Marchand-Brynaert, J. (2013). Polycyclic phosphonic acid derivatives obtained by a [4+2] cycloaddition strategy using phosphonodienes. Tetrahedron, 69(3), 1138-1147. https://doi.org/10.1016/j.tet.2012.11.059 (Original work published 2013)