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Diastereoselective synthesis of 1,4-amino alcohols via 1,4- stereochemical control using sulfoximines

Journal Article


Abstract


  • A diastereoselective synthesis of 1,4-amino alcohols can be achieved from a highly diastereoselective reduction of a γ-keto-vinyl sulfoximine followed by C-methylation and then a highly diastereoselective palladium(0) catalysed allylic sulfoximine to allylic sulfinamide rearrangement with 1,4- stereochemical control from a remote hydroxyl group.

Publication Date


  • 1999

Citation


  • Pyne, S. G., & Dong, Z. (1999). Diastereoselective synthesis of 1,4-amino alcohols via 1,4- stereochemical control using sulfoximines. Tetrahedron Letters, 40(33), 6131-6134. doi:10.1016/S0040-4039(99)01223-X

Scopus Eid


  • 2-s2.0-0033551836

Web Of Science Accession Number


Start Page


  • 6131

End Page


  • 6134

Volume


  • 40

Issue


  • 33

Abstract


  • A diastereoselective synthesis of 1,4-amino alcohols can be achieved from a highly diastereoselective reduction of a γ-keto-vinyl sulfoximine followed by C-methylation and then a highly diastereoselective palladium(0) catalysed allylic sulfoximine to allylic sulfinamide rearrangement with 1,4- stereochemical control from a remote hydroxyl group.

Publication Date


  • 1999

Citation


  • Pyne, S. G., & Dong, Z. (1999). Diastereoselective synthesis of 1,4-amino alcohols via 1,4- stereochemical control using sulfoximines. Tetrahedron Letters, 40(33), 6131-6134. doi:10.1016/S0040-4039(99)01223-X

Scopus Eid


  • 2-s2.0-0033551836

Web Of Science Accession Number


Start Page


  • 6131

End Page


  • 6134

Volume


  • 40

Issue


  • 33