近日,武汉大学王春江与董秀琴团队报道了一种铱催化β-二酮与乙烯基碳酸乙烯酯(Vinylethylene carbonate,VEC)的不对称串联烯丙基化/retro-Claisen反应,合成了一系列官能团化的手性3-羟基甲基戊烯醛衍生物。同时,该反应具有底物范围广泛、反应性高以及区域/化学/对映选择性出色等特点。此外,通过后期的衍生化实验以及手性砌...
近日,武汉大学王春江与董秀琴团队报道了一种铱催化β-二酮与VEC的不对称串联烯丙基化/retro-Claisen反应,合成了一系列官能团化的手性3-羟基甲基戊烯醛衍生物(Scheme 1b)。 (图片来源:J. Am. Chem. Soc.) 首先,作者以二苯甲酰甲...
retro-Claisen reactionsilversynthetic methodsA new and efficient method for the preparation of several imidazolium salts containing an ester group in the C4 position of the aromatic ring through a retro-Claisen reaction pathway between a quinone derivative and several alcohols is described. This new ...
The communication describes an enamine-based asymmetric retro-Claisen reaction of β-diketones by primary amine catalysis. The reaction proceeds via a sequence of stereoselective C–C formation, C–C cleavage, and a highly stereospecific enamine protonation to afford chiral α-alkylated ketones or macr...
α-Chymotrypsin-catalyzed synthesis of benzimidazoles was developed by a reaction between β-keotester and o-phenylenediamine via retro-Claisen reaction. In this eco-friendly medium, a variety of benzimidazole derivatives were obtained in good to excellent yields, with just 10 mg/mL α-Chymotrypsin ...
2. Pioneer Works on the retro‐Claisen Reaction 3. Reactivity Landscape of 2‐Vinylcyclopropane‐1‐Carbonyl Compounds 4. Effect of Substituents on the retro‐Claisen Rearrangement 5. Experimental Stability of 2,5‐Dihydrooxepines 6. Synthetic Applications towards and from 2,5‐Dihydrooxepines 7. ...
Regioselective esterification and one-pot conversion of silyl ethers into esters with good yields was observed. Simple reaction conditions, high yields, and broad scope of the reaction illustrate the good synthetic utility of this method.关键词: Iron Cleavage reactions ­ Esters Regioselectivity Retro...
A one-pot methodology to synthesize metastable bicyclic 2,5-dihydrooxepines from cyclic 1,3-diketones and 1,4-dibromo-2-butenes is reported, through the retro-Claisen rearrangement of syn-2-vinylcyclopropyl diketone intermediates. High-level quantum chemical calculations were performed to understand...
近日,武汉大学王春江与董秀琴团队报道了一种铱催化β-二酮与乙烯基碳酸乙烯酯(Vinylethylene carbonate,VEC)的不对称串联烯丙基化/retro-Claisen反应,合成了一系列官能团化的手性3-羟基甲基戊烯醛衍生物。同时,该反应具有底物范围广泛、反应性高以及区域/化学/对映选择性出色等特点。此外,通过后期的衍生化实验以及手性砌...
theexactreverseofasyntheticreaction,toatargetstructure.Corey&Cheng,TheLogicofChemicalSynthesis,1989.• 断裂转化和反合成子 (TransformsandRetrons)HH H H Carbo-Diels-AlderTransform HH H H H H H H H H MeCOOMe MeCOOMeMeCOOMe H COOMe H COOMe MeOOC 断裂转化（）断裂转化（1）TGT ...