1ST SYNTHESIS OF THE CYTOTOXIC AND ANTIFUNGAL C-14 AMINE (2S,3E,5Z)-2-AMINO-3,5,13-TETRADECATRIENE ISOLATED FROM THE NEW-ZEALAND ASCIDIAN PSEUDODISTOMA-NOVAEZELANDIAE
D. Enders et M. Finkam, 1ST SYNTHESIS OF THE CYTOTOXIC AND ANTIFUNGAL C-14 AMINE (2S,3E,5Z)-2-AMINO-3,5,13-TETRADECATRIENE ISOLATED FROM THE NEW-ZEALAND ASCIDIAN PSEUDODISTOMA-NOVAEZELANDIAE, Liebigs Annalen der Chemie, (5), 1993, pp. 551-555
The synthesis of (2S,3E,5Z)-2-amino-3,5,13-tetradecatriene [(S-1)] wit
h high enantiomeric purity in excellent overall yield is described. In
the crucial step the stereogenic center was generated by nucleophilic
addition of tert-butyl carbamate to a planar-chiral tetracarbonyliron
(1+) complex.