Mitsunobu reactions of n-alkyl and n-acyl sulfonamides-an efficient route to protected amines

James R. Henry, Lawrence R. Marcin, Matthias C. McIntosh, Paul M. Scola, G. Davis Harris, Steven M. Weinreb

Research output: Contribution to journalArticle

218 Citations (Scopus)

Abstract

N-Methyl p-toluenesulfonamide and N-BOC p-toluenesulfonamide can be directly coupled with primary and secondary alcohols under Mitsunobu conditions to afford various sulfonamide-protected amines.

Original languageEnglish (US)
Pages (from-to)5709-5712
Number of pages4
JournalTetrahedron Letters
Volume30
Issue number42
DOIs
StatePublished - Jan 1 1989

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Sulfonamides
Amines
Alcohols

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Henry, J. R., Marcin, L. R., McIntosh, M. C., Scola, P. M., Davis Harris, G., & Weinreb, S. M. (1989). Mitsunobu reactions of n-alkyl and n-acyl sulfonamides-an efficient route to protected amines. Tetrahedron Letters, 30(42), 5709-5712. https://doi.org/10.1016/S0040-4039(00)76177-6
Henry, James R. ; Marcin, Lawrence R. ; McIntosh, Matthias C. ; Scola, Paul M. ; Davis Harris, G. ; Weinreb, Steven M. / Mitsunobu reactions of n-alkyl and n-acyl sulfonamides-an efficient route to protected amines. In: Tetrahedron Letters. 1989 ; Vol. 30, No. 42. pp. 5709-5712.
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Henry, JR, Marcin, LR, McIntosh, MC, Scola, PM, Davis Harris, G & Weinreb, SM 1989, 'Mitsunobu reactions of n-alkyl and n-acyl sulfonamides-an efficient route to protected amines', Tetrahedron Letters, vol. 30, no. 42, pp. 5709-5712. https://doi.org/10.1016/S0040-4039(00)76177-6

Mitsunobu reactions of n-alkyl and n-acyl sulfonamides-an efficient route to protected amines. / Henry, James R.; Marcin, Lawrence R.; McIntosh, Matthias C.; Scola, Paul M.; Davis Harris, G.; Weinreb, Steven M.

In: Tetrahedron Letters, Vol. 30, No. 42, 01.01.1989, p. 5709-5712.

Research output: Contribution to journalArticle

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T1 - Mitsunobu reactions of n-alkyl and n-acyl sulfonamides-an efficient route to protected amines

AU - Henry, James R.

AU - Marcin, Lawrence R.

AU - McIntosh, Matthias C.

AU - Scola, Paul M.

AU - Davis Harris, G.

AU - Weinreb, Steven M.

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Henry JR, Marcin LR, McIntosh MC, Scola PM, Davis Harris G, Weinreb SM. Mitsunobu reactions of n-alkyl and n-acyl sulfonamides-an efficient route to protected amines. Tetrahedron Letters. 1989 Jan 1;30(42):5709-5712. https://doi.org/10.1016/S0040-4039(00)76177-6