Tetrahedron letters

Regioselective synthesis of (±)-gabaculine hydrochloride

G Frater, U Müller, U Schöpfer

Index: Frater, G.; Mueller, U.; Schoepfer, U. Tetrahedron Letters, 1984 , vol. 25, # 3 p. 281 - 284

Full Text: HTML

Citation Number: 3

Abstract

Abstract 3-Cyclohexenecarboxylic acid (2) has been functionalized to the protected amino acid 5 in a novel reaction sequence, the crucial step being the acid catalysed cyclization of the γ, δ-unsaturated isocyanate 3 to the bicyclic lactam 4. 5 was converted into gabaculine hydrochloride (1· HCl).

Related Articles:

Regioselective synthesis of (±)-gabaculine

[Hiemstra, Henk; Klaver, Wim J.; Speckamp, W. Nico Tetrahedron Letters, 1986 , vol. 27, # 12 p. 1411 - 1414]

A preparative synthesis of D, l-gabaculine

[Francois,J.-P.; Gittos,M.W. Synthetic Communications, 1979 , vol. 9, p. 741 - 750]

More Articles...