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Intramolecular addition of amines to chiral vinyl sulfoxides, total synthesis of (R)-(+)-canadine

Journal Article


Abstract


  • The intramolecular conjugate addition of an amine to the chiral vinyl sulfoxides 3 and 4 to give chiral isoquinolines 5 and 6 is reported. Isoquinoline 5 is converted to (R)-(+)-Canadine via an intramolecular Pummerer reaction. © 1987.

Publication Date


  • 1987

Citation


  • Pyne, S. G. (1987). Intramolecular addition of amines to chiral vinyl sulfoxides, total synthesis of (R)-(+)-canadine. Tetrahedron Letters, 28(40), 4737-4740. doi:10.1016/S0040-4039(00)96613-9

Scopus Eid


  • 2-s2.0-0001217978

Web Of Science Accession Number


Start Page


  • 4737

End Page


  • 4740

Volume


  • 28

Issue


  • 40

Abstract


  • The intramolecular conjugate addition of an amine to the chiral vinyl sulfoxides 3 and 4 to give chiral isoquinolines 5 and 6 is reported. Isoquinoline 5 is converted to (R)-(+)-Canadine via an intramolecular Pummerer reaction. © 1987.

Publication Date


  • 1987

Citation


  • Pyne, S. G. (1987). Intramolecular addition of amines to chiral vinyl sulfoxides, total synthesis of (R)-(+)-canadine. Tetrahedron Letters, 28(40), 4737-4740. doi:10.1016/S0040-4039(00)96613-9

Scopus Eid


  • 2-s2.0-0001217978

Web Of Science Accession Number


Start Page


  • 4737

End Page


  • 4740

Volume


  • 28

Issue


  • 40