Abstract
An efficient and highly enantio- and diastereoselective synthesis of syn propionamide aldols is described. Formation of the Z-enolborinate via the hydroboration of 4-acryloylmorpholine with (diisopinocampheyl)borane followed by aldol reactions with representative achiral and chiral aldehydes provided syn-α-methyl-β-hydroxy morpholine carboxamides with excellent enantio- and diastereoselectivity (96–98% ee and d.r. >20:1).
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