Tetrahedron Letters p. 4223 - 4226 (1990)
Update date:2022-08-02
Topics:
Palazzi, Camillo
Poli, Giovanni
Scolastico, Carlo
Villa, Roberto
The BF3·Et2O promoted addition of enamines and silylenolethers, to the nor-ephedrine-derived orthoamides 1 or 5 has been studied. A judicious choice of the type of nucleophile and electrophile leads to useful selectivities. When a quaternary α-carbonyl stereocenter is created, the direct removal of the chiral auxiliary is possible and renders the overall process an efficient asymmetric carbonyl α-formylation.
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