Tetrahedron p. 7527 - 7546 (1995)
Update date:2022-07-29
Topics:
Migual
Diez
Blache
Luque
Orozco
Remuson
Gelas-Mialhe
Rubiralta
The synthesis of asymmetric 2-indolyl-4-methylenepiperidines 8-11 and 14-15 by condensation of an aminoallylsilane with an indole carbaldehyde, followed by intramolecular cyclization of the intermediate, is described. The reactivity of N-(2-hydroxyethyl)indolylpiperidines 9 and 14 with K(t)BuO to give indolo[2,3-a]quinolizidines is studied. Some unexpected results are obtained due to the influence of the α-phenyl ring.
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