Highly selective base-catalysed additions of nitromethane to levoglucosenone

Tandem transformations initiated and determined by the Michael reaction

“…31 The reaction with the use of an equimolar mixture of the reagents gave both products 123 and 124 in 18% and 61% yields, respectively. 32 The electrochemical method proved to be more selective. 34 Electrolysis of an equimolar mixture of nitromethane and levoglucosenone afforded exclusively the ketone 124 (the yield was 92%).…”

Stereochemical differentiation in the reactions of organometallic reagents with levoglucosenone and some of its dihydro derivatives

“…Ref. 10). The introduction of the methoxy group to C(4) adds a more rigorous stereocontrol factor; compound 3 is converted into the final product upon 1,3-diaxial interaction; no erythro-diastereomer 7b was detected after the reaction with MeLi or even with kiCuMe 2, which is known It to be susceptible for 13-chelation.…”

Zn(II)-to-Cu(II) Transmetalation in an Amide Functionalized Complex and Catalytic Applications in Styrene Oxidation and Nitroaldol Coupling

“…On the other hand, the nitroaldol (Henry) reaction is also relevant, being widely used to build C-C bonds by the formation of β-nitro alcohols (from the Csp 3 -Csp 2 coupling reaction between a nitroalkane and a carbonyl compound), which are important synthetic precursors. This reaction can be carried out with homogeneous and heterogeneous catalysts, as well as with alkali metal hydroxides, alkoxides or amines [28][29][30][31]. We have already reported a variety of homogeneous and heterogeneous catalysts for this kind of reaction [17,18,[32][33][34][35].…”