Zinc-Mediated Allylation of N-Protected α-Amino Aldehydes in Aqueous Solution. Stereoselective Synthesis of Anti- and Syn-β-Amino Alcohols with Functionalized Allyl Groups

Article abstract of DOI:10.1055/s-1997-804

Anti-β-amino alcohols with differently substituted allyl groups were obtained in high chemical yields and in good to excellent diastereoselectivities via Zn-mediated allylation of 2-(dibenzyl-amino)aldehydes in aqueous media. Swern oxidation, and reduction with NaBH₄ gave enantiopure syn-β-amino alcohols in good yields.