l-Proline-derived tertiary amino alcohol as a new chiral ligand for enantioselective alkynylation of aldehydes

✍ Scribed by Zhou Xu; Nan Wu; Zhenhua Ding; Ting Wang; Jincheng Mao; Yawen Zhang

• Publisher: Elsevier Science
• Year: 2009
• Tongue: French
• Weight: 330 KB
• Volume: 50
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2008.12.030

✦ Synopsis

The easily prepared chiral tertiary amino alcohol 1a was found to catalyze the reaction of alkynylzinc reagents with various aldehydes to generate chiral propargylic alcohols with moderate-to-good enantioselectivities. The mechanism of the reaction is also discussed in this Letter. A novel theoretical computation of those evaluated ligands was introduced which may supply valuable experience to help designing new chiral ligands.