Highly diastereoselective reduction and addition of nucleophiles to binaphthol-protected arylglyoxals
摘要:
Arylglyoxals, protected at the aldehyde function with 1,1'-binaphthalene-2,2'-diol, are readily prepared by direct nucleophilic substitution of binaphthol-sodium salt on dibromoacetophenone and react highly diastereoselectively with lithium aluminium hydride and Grignard reagents to afford protected atrolactaldehyde and related compounds in high yield.