227602-33-7Relevant academic research and scientific papers
Phormidolides B and C, cytotoxic agents from the sea: Enantioselective synthesis of the macrocyclic core
Lorente, Adriana,Gil, Alejandro,Fernndez, Rogelio,Cuevas, Carmen,Albericio, Fernando,lvarez, Mercedes
supporting information, p. 150 - 156 (2015/03/04)
New cytotoxic polyketide macrolides named phormidolides B and C were isolated from a marine sponge of the Petrosiidae family collected off the coast of Pemba (Tanzania). The isolation, structure elucidation, and enantioselective synthesis of three diastereomers of the macrocyclic core is described herein. The described synthetic methodology started from 2-deoxy-d-ribose or 2-deoxy-l-ribose and afforded the desired macrocycles with high enantiomeric purity. The key step of the synthesis is the formation of the Z-trisubstituted double bond using a Julia-Kocienski olefination. The versatility of the synthetic methodology may provide access to other enantiopure macrocycles by making changes in the starting materials or chiral inductors.
Efficient method to prepare diethylphosphonacetamides
Scaravelli, Federico,Bacchi, Sergio,Massari, Luca,Curcuruto, Ornella,Westerduin, Pieter,Maton, William
experimental part, p. 5154 - 5156 (2010/11/16)
An efficient and versatile synthetic method is described to synthesize diethylphosphonacetamides in a single step.
An expeditious total synthesis of kalkitoxins: Determination of the absolute stereostructure of natural kalkitoxin
Yokokawa, Fumiaki,Asano, Toshinobu,Okino, Tatsufumi,Gerwick, William H.,Shioiri, Takayuki
, p. 6859 - 6880 (2007/10/03)
Kalkitoxin, a potent neurotoxin isolated from the marine cyanobacteria Lyngbya majuscula, and its congeners (1-7) were efficiently synthesized utilizing Hruby's diastereoselective 1,4-addition and the Wipf's oxazoline-thiazoline conversion as key steps. T
Studies on a total synthesis of plakotenin: Synthesis of optically active trans-hydrindanes by diastereoselective asymmetric intramolecular diels-alder reaction
Ishizaki, Miyuki,Hara, Yasuhiro,Kojima, Sachiko,Hoshino, Osamu
, p. 779 - 790 (2007/10/03)
Diastereoselective asymmetric intramolecular Diels-Alder reaction of 5,5-(trimethylenedithio)-2(E),7(E),9-decatrienoyl amides (13a-e) having various chiral auxiliaries was performed to give optically active trans- hydrindanes, which would be an important
