A practical enantioselective synthesis of Epibatidine

DOI: 10.1016/0040-4020(96)00623-0

Source and publish data:

Tetrahedron p. 11053 - 11062 (1996)

Update date:2022-08-04

Topics:

Authors:

Szantay, Csaba

Kardos-Balogh, Zsuzsanna

Moldvai, Istvan

Szantay Jr., Csaba

Temesvari-Major, Eszter

Blasko, Gabor

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Article abstract of DOI:10.1016/0040-4020(96)00623-0

Two different syntheses of Epibatidine (1) were designed and carried out using easily accessible reagents and convenient reaction conditions. The ring closure of the prochiral precursor 4 catalyzed by optically active α-phenyl-ethyl-amine gave the key intermediate 5 in over 80% ee from which the natural product (-)-1 has been prepared.

Full text of DOI:10.1016/0040-4020(96)00623-0

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