Addition of borane-protected secondary phosphines to imines. A route to protected mono-N-substituted-α-aminophosphines

B. Ben-Aroya Bar-Nir, M. Portnoy

Research output: Contribution to journalArticlepeer-review

Abstract

Addition of a secondary phosphine-borane adduct to imines was examined in order to improve the synthesis of mono-N-substituted-α-aminophosphines. The reaction demonstrates, for the first time, successful addition of a phosphine-borane to a multiple carbon-nitrogen bond. The process tolerates a range of substituents on the imine and results in an efficient formation of a borane-protected α-aminophosphine. Borane protects the aminophosphine and improves the reliability of the Mannich-like phosphine addition to imines. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)6143-6147
Number of pages5
JournalTetrahedron Letters
Volume41
Issue number32
DOIs
StatePublished - 5 Aug 2000

Keywords

  • Imines
  • Mannich reactions
  • Phosphines

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