
Tetrahedron Letters p. 1225 - 1228 (1987)
Update date:2022-07-30
Topics:
Burdisso, Marina
Gandolfi, Remo
Pevarello, Paolo
Rastelli, Augusto
A highly selective syn-attack is promoted by hydrogen bonding effects in the reaction of nitrones with endo-5-hydroxybicyclo<2.2.2>oct-2-enes.By contrast repulsive interactions ( steric and electrostatic) between other kinds of substituents and the attacking nitrone result in an almost exclusive anti selectivity.
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(1987)