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First Synthesis of the Cytotoxic and Antifungal C14-Amine (2S,3E,5Z)-2-Amino-3,5,13-tetradecatriene Isolated from the New Zealand AscidianPseudodistoma novaezelandiae

✍ Scribed by Enders, Dieter ;Finkam, Michael


Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
479 KB
Volume
1993
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

The synthesis of (2__S__,3__E__,5__Z__)‐2‐amino‐3,5,13‐tetradecatriene [(S‐1)] with 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.