📜3,3-二甲氧基-2-丁酮置于lithium Aluminium Tetrahydride体系中,用82%的收率获得3,3-二甲氧基丁烷-2-醇
参考文献:Transacetalization Of Diethyl Tartrate With Acetals Of .Alpha.-Dicarbonyl Compounds: A Simple Access To A New Class Of C2-Symmetric Auxiliaries And Ligands
标题:Transacetalization Of Diethyl Tartrate With Acetals Of .Alpha.-Dicarbonyl Compounds: A Simple Access To A New Class Of C2-Symmetric Auxiliaries And Ligands
摘要:A Simple Access To A New Class Of C-2-Symmetric Auxiliaries And Ligands Is Based On The Transacetalization Of Diethyl Tartrate (1) With Monoacetals Of Butane-2,3-Dione In The Key Step. Acid-Catalyzed Reaction Of 1 With 2 Equiv Of 3,3-Diethoxybutan-2-One (2) Gives The C-2-Symmetric 1,4-Dioxane 7 In 88% Yield. Reduction Of 7 With Lialh4 Affords The Crystalline Diol 9. The Structure Of 7 Was Established From The X-Ray Structure Of 9. Dioxane 7 Was Converted By Standard Methodology Into The Diphosphine 24 And The Tartrol 22. Reaction Of 1 With 3,3-Dimethoxybutan-2-One (3) In The Presence Of Bf3-Etherate Gives In Analogy To The Formation Of 7 The 1,4-Dioxane 8. This Compound Was Transformed Into The Diphosphine 25 And The Tartrol 23. The Trans-Diaxial Relationship Of The Methoxy Groups Present In 8 Could Be Deduced Without X-Ray Analysis From The H-1-NMR Spectrum Of 23.
Doi:10.1021/jo00130A019