Functional primary amines and diamines from a-aminoacids. A concise route to substituted 2-aminotetralins

Béatrice Quiclet-Sire (1) , Guillaume Revol (1) , Samir Z. Zard (1)

1 DCSO - Laboratoire de synthèse organique

Image Persented S-Phthalimidomethyl xanthates derived from various r-amino acids add efficiently to a range of unactivated alkenes to give a variety of highly functionalized, protected amines. In the case of phenylalanine and tyrosine derived xanthates, the adducts can be further converted into the rare 4-substituted 2-aminotetralines by a radical ring closure onto the aromatic ring.

Domaines: Chimie organique

Béatrice Quiclet-Sire, Guillaume Revol, Samir Z. Zard. Functional primary amines and diamines from a-aminoacids. A concise route to substituted 2-aminotetralins. Organic Letters, 2009, 11 (16), pp.3554-3557. ⟨10.1021/ol901263t⟩. ⟨hal-00951268⟩