910823-64-2Relevant academic research and scientific papers
Asymmetric synthesis of anti-1,2-amino alcohols via the borono-Mannich reaction: A formal synthesis of (-)-swainsonine
Au, Christopher W. G.,Pyne, Stephen G.
, p. 7097 - 7099 (2007/10/03)
Chiral α-hydroxy aldehydes generated in situ by the ADH reaction of vinyl sulfones undergo a borono-Mannich reaction with β-styrenyl boronic acid and primary amines to give anti-1,2-amino alcohols in high enantiomeric purities (83-95% ee). This new method allows much more rapid access to these valuable chiral building blocks that has been used in a short formal synthesis (10 synthetic steps from 4-penten-1-ol) of (-)-swainsonine.
