Asymmetric organocatalytic synthesis of β-Hydroxyynones with a quaternary carbon center under aqueous conditions

Journal of the Brazilian Chemical Society

Wenzhou University, Wenzhou, China¹  Wu, Huayue¹  Liu, Hongxin¹  Jiang, Jun¹  Kang, Guowei¹ 

关键词: β-hydroxyynones;    chiral thiourea;    aldol reaction;    aqueous condition;   

DOI  :  10.1590/S0103-50532012000100002

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

The chiral tertiary amine thiourea catalyzed direct aldol reaction of unmodified methyl ynones under aqueous conditions is described. This procedure avoided the retro-aldol reaction of the β-hydroxyynone products, and tolerated both the isatin (1H-indole-2,3-dione) and the less active acyclic α-keto esters as acceptors, affording a structurally diverse array of β-hydroxyynones bearing a quaternary carbon center with moderate to good yields and enantioselectivities.

【 授权许可】

Unknown