Synthesis of enantioenriched 1,2-trans-diamines using the borono-Mannich reaction with N-protected α-amino aldehydes

Chem Commun (Camb). 2015 Jun 21;51(49):9991-4. doi: 10.1039/c5cc01716e.

Abstract

The three-component Petasis borono-Mannich reaction starting with easily accessible N-protected α-amino aldehydes produces efficiently and diastereoselectively 1,2-trans-diamines with an enantiomeric excess of up to 98%.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Boron / chemistry*
  • Chemistry Techniques, Synthetic
  • Diamines / chemical synthesis*
  • Diamines / chemistry*
  • Stereoisomerism

Substances

  • Aldehydes
  • Diamines
  • Boron