2-甲酰基-1,1′-联萘手性醛催化剂的合成  

Synthesis of 2-Formyl-1,1′-dinaphthalene Chiral Aldehyde Catalyst

作　　者：廖健 王煜洋 郭其祥[1] LIAO Jian;WANG Yuyang;GUO Qixiang(School of Chemistry and Chemical Engineering,Southwest University,Chongqing 400715,China)

机构地区：[1]西南大学化学化工学院,重庆400715

出　　处：《合成化学》2024年第2期136-149,共14页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(22071199)。

摘　　要：目前报道的手性醛催化剂(3)的合成路线总收率较低,不适用于大量合成。通过对3的合成路线进行改进,以(S)-1,1′-联二萘酚((S)-BINOL)为原料,经磺酰化、插羰反应、偶联反应、硼化、氧化、甲氧基甲基保护、还原、氧化、脱除甲氧基甲基以及溴化10步反应合成了手性醛催化剂(3a~3i),其中大部分化合物的总收率大于20%。该合成路线可放大到10 mmol规模来进行,具有一定的应用前景。The reported synthesis route of chiral aldehyde catalysts(3)has a low total yield and is not suitable for 3 in mass synthesis.Therefore,the synthetic route of 3 is improved.Using(S)-1,1′-bidinaphthol((S)-BINOL)as raw material,chiral aldehyde catalysts(3a~3i)were synthesized within 10 steps including sulfonylation,carbonylation,coupling,boration,oxidation,protection,reduction,oxidation,deprotection,and bromination.Most of the catalysts can be obtainded in a total yield over 20%.This procedure is also suitable on a 10 mmol scale synthesis,which provides a good synthetic application prospect.

关 键 词：不对称催化 手性醛催化 2-甲酰基联萘 联二萘酚 轴手性 催化剂合成 多步合成 

分 类 号：O643.36[理学—物理化学]