Application of Chiral H-4 '-NOBIN Derivatives to Asymmetric Addition and Allylation

作者：Du Yunfeng^*; Li Xinsheng; Xu Dongcheng

来源：Chinese Journal of Organic Chemistry, 2009, 29(12): 1992-1996.

• H-4 '-NOBIN
• amino phenol
• diethylzlnc
• N,P ligand
• allylic alkylation

Two chiral ligands (aminol and aminophosphine) derivatived from (R)-H-4'-NOBfN were prepared. Chiral amino phenol 2 was employed as a catalyst in the asymmetric addition reaction of diethylzinc to aldehydes with the yield up to 90% and enantiomeric excesses up to 45.9% ee. Chiral N,P ligand 5 was examined for the asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate with up to 89% yield and up to 81.6% ee. The results showed the H-4'-NOBIN derivatives provided weaker chiral inducement than the parent compound but better induction than H-8-NOBIN derivatives, while the chiral N,P ligand 5 displayed opposite results.

• 出版日期2009-12
• 单位浙江师范大学