2243-98-3Relevant articles and documents
Generation of Akylidenecarbenes by the Alkenation of Carbonyl Compounds with Lithiotrimethylsilyldiazomethane
Ohira, Susumu,Okai, Keiji,Moritani, Takanori
, p. 721 - 722 (1992)
The reaction of carbonyl compounds and lithiotrimethylsilyldiazomethane, which generate alkylidenecarbenes, gives a terminal acetylene from an aldehyde and cyclopentene derivatives from ketones.
Total Synthesis of the Antiviral Natural Product Houttuynoid B
Kerl, Thomas,Berger, Florian,Schmalz, Hans-Günther
supporting information, p. 2935 - 2938 (2016/03/25)
The first total synthesis of houttuynoid B, a powerful antiviral flavonoid glycoside from the Chinese plant Houttuynia cordata, is described. In a key step, a Baker-Venkataraman rearrangement employing an already glycosylated substrate was used to efficiently set up the fully functionalized carbon skeleton. The required benzofuran building block was prepared through a domino Sonogashira coupling/5-endo-dig cyclization and converted into a stable 1-hydroxybenzotriazole-derived active ester prior to linking with a galactosylated hydroxyacetophenone unit. The elaborated synthesis requires only nine steps (11 % overall yield) along the longest linear sequence and paves the way for the preparation of structurally related compounds for further biological evaluation.
Synthesis of acetylenes via dehydrobromination using solid anhydrous potassium phosphate as the base under phase-transfer conditions
Shenawi-Khalil, Sanaa,Sonavane, Sachin U.,Sasson, Yoel
experimental part, p. 2295 - 2297 (2012/07/27)
Phase-transfer catalyzed preparation of acetylenes from the corresponding vicinal dibromo compounds via double dehydrobromination using the mild solid base, anhydrous potassium phosphate, under very mild conditions is reported.
