StereoselectiveIsoprenoid Chain Extension with Acetoacetate Dianion: ( E , E , E )‐Geranylgeraniol From ( E , E )‐Farnesol

Abstract

( E , E )‐ Farnesol Methanesulfonyl chloride Ethylacetoacetate Diethylchlorophosphate Diisobutylaluminum hydride

Mass Efficiency of Alkene Syntheses with Tri- and Tetrasubstituted Double Bonds

“…Further examples for the utilization of mass metrics (and approaches to consider health, safety, and environment aspects) can be found not only in the professional literature (e.g., bromination reactions, ,, photochemical transformations, ,, methylating agents, , cross-metathesis, , esterifications, , substitution reactions, , reduction reactions, ,, oxidation reactions, , asymmetric ,,, /biocatalytic , syntheses, azidation, deprotection, total synthesis, flash chromatography as method and other ,,− ) but also in chemical didactics. ,− Further references − …”

Ethyl (E)-4-(2,4-Dimethoxyphenyl)-6-(2,4-dimethoxystyryl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

“…However, our proposed reaction pathway requires further proof, because we did not verify the existence of intermediate 5 during the reaction process. In addition, the nucleophilicity of ethyl acetoacetate at the γ position is relatively low, except under strongly basic conditions, where a dianion can be formed [18,19]. The HRESIMS displayed a negative molecular ion peak at m/z 467.1815, indicating a molecular formula of C 25 H 27 N 2 O 7 and 13 degrees of unsaturation (see Supplementary Material, Figure S1).…”