tempo and acetoacetic-acid

tempo has been researched along with acetoacetic-acid* in 1 studies

Other Studies

1 other study(ies) available for tempo and acetoacetic-acid

Article	Year
E- or Z-selective Knoevenagel condensation of acetoacetic derivatives: effect of acylated substituent, that is, TEMPO and amines, as an auxiliary, and new accesses to trisubstituted E- and Z-2-alkenals and furans. The Journal of organic chemistry, 2006, Feb-03, Volume: 71, Issue:3 Knoevenagel condensation of O-acetoacetylTEMPOs (2,2,6,6-tetramethylpiperidine-1-oxyl) with aldehydes substituted with an electron-withdrawing group such as aromatic and heteroaromatic ones leads preferentially to E-adducts, while acylacetoamides including Weinreb amides produce Z-adducts, exclusively. These E- and Z-adducts are selectively converted to the corresponding (2E)- and (2Z)-2-hyroxyalkyl-2-alkenals, respectively, by stepwise reductions of the acyl group with DIBALH and then the carboxylic functions after protection of the hydroxy group. Transformation of the Knoevenagel products by taking advantage of the E-geometry to trisubstituted furans is also developed. Topics: Acetoacetates; Acylation; Aldehydes; Alkanes; Amines; Cyclic N-Oxides; Furans; Hot Temperature; Molecular Structure; Oxidation-Reduction; Stereoisomerism	2006

Article

Year

E- or Z-selective Knoevenagel condensation of acetoacetic derivatives: effect of acylated substituent, that is, TEMPO and amines, as an auxiliary, and new accesses to trisubstituted E- and Z-2-alkenals and furans.

The Journal of organic chemistry, 2006, Feb-03, Volume: 71, Issue:3

Knoevenagel condensation of O-acetoacetylTEMPOs (2,2,6,6-tetramethylpiperidine-1-oxyl) with aldehydes substituted with an electron-withdrawing group such as aromatic and heteroaromatic ones leads preferentially to E-adducts, while acylacetoamides including Weinreb amides produce Z-adducts, exclusively. These E- and Z-adducts are selectively converted to the corresponding (2E)- and (2Z)-2-hyroxyalkyl-2-alkenals, respectively, by stepwise reductions of the acyl group with DIBALH and then the carboxylic functions after protection of the hydroxy group. Transformation of the Knoevenagel products by taking advantage of the E-geometry to trisubstituted furans is also developed.

Topics: Acetoacetates; Acylation; Aldehydes; Alkanes; Amines; Cyclic N-Oxides; Furans; Hot Temperature; Molecular Structure; Oxidation-Reduction; Stereoisomerism

2006