A new route for the synthesis of (<i style="">R</i>)-glyceraldehyde acetonide: A key chiral building block

Abstract

A new route for the synthesis of (<i style="">R</i>)-glyceraldehyde acetonide <i style="">via</i> asymmetric dihydroxylation of allyl 4-methoxybenzoate using the (DHQ)₂PHAL, K₂OsO₄·2H₂O catalyst system is described. This route involves the asymmetric dihydroxylation of allyl 4-methoxybenzoate, acetonide protection of vicinyl dihydroxyl groups followed by cleavage of <i style="">p</i>-methoxybenzoate ester and subsequent oxidation to give the (<i style="">R</i>)-glyceraldehyde acetonide.