Synthesis of syn- and enantioenriched anti-β-amino alcohols by highly diastereoselective borono-Mannich allylation reactions

A highly diastereoselective method for the synthesis of syn-beta-amino alcohols and enantioenriched anti-beta-amino alcohols has been developed involving alpha-hydroxyl aldehydes and chiral alpha-phenylaminoxyaldehydes or alpha-benzoyloxyaldehydes, respectively in Petasis borono-Mannich allylation reactions. This study broadens the scope and utility of the Petasis reaction to include pinacol allylboronate and highlights its unique reactivity and stereochemical outcomes.

Automated summary

A highly diastereoselective method for the synthesis of syn-beta-amino alcohols and enantioenriched anti-beta-amino alcohols has been developed using different chiral reagents, expanding the application range of existing methods.