201667-72-3Relevant academic research and scientific papers
Synthesis of the spiroketal core of integramycin
Prusov, Evgeny V.
supporting information, p. 2446 - 2450 (2014/01/06)
A concise synthetic strategy towards the spiroketal core of the HIV-integrase inhibitor integramycin (1) was developed. The required ketone precursor was efficiently constructed from two simple and easily accessible subunits by means of a hydrozirconation/copper catalyzed acylation reaction. The effects of different protecting groups on the spiroketalization step were also investigated.
Synthesis of the C1-C9 fragment of the potent antitumor agent dictyostatin
Dias, Luiz C.,Sant'ana, Danilo P.,Vieira, Ygor W.,Gonc?alves, Caroline C.S.,Lima, Dimas J.P.
, p. 344 - 348 (2012/06/01)
We describe herein a short and efficient synthesis of the C1-C9 fragment of the potent antitumor agent dictyostatin. Notable features of this approach include a Sharpless asymmetric epoxidation followed by epoxide opening under Myashita's conditions to in
Stereodivergent approach to enantiopure hydroxyindolizidines through 1,3-dipolar cycloaddition of 3-hydroxypyrroline N-oxide derivatives
Cordero, Franca M.,Pisaneschi, Federica,Gensini, Martina,Goti, Andrea,Brandi, Alberto
, p. 1941 - 1951 (2007/10/03)
The (3S)-3-alkoxypyrroline N-oxides 7 and 27 were easily prepared from 1-malic acid and used as starting materials for enantiospecific syntheses of stereo differentiated polyhydro-xyindolizidines. Selection of the appropriate modality (inter or intramolec
Stereoselective approach to hydroxyindolizidines: Protection/deprotection of the nitrone functionality via cycloaddition/retrocycloaddition
Cordero, Franca M.,Gensini, Martina,Goti, Andrea,Brandi, Alberto
, p. 2475 - 2477 (2007/10/03)
(equation presented) The enantiomerically pure indolizidine (-)-21 has been synthesized starting from L-malic acid. The key intermediate 20 has been assembled through an intramolecular 1,3-dipolar cycloaddition of a nitrone generated in situ by retrocyclo
Application of the 2-azaallyl anion cycloaddition method to an enantioselective total synthesis of (+)-coccinine
Pearson, William H.,Lian, Brian W.
, p. 1724 - 1726 (2007/10/03)
A highly functionalized perhydroindole is formed by the intramolecular [π4s+π2s] cycloaddition of a 2-azaallyl anion with a vinyl sulfide [Eq. (a)]. This is the key step in the total synthesis of (+)-coccinine, the enantiomer of the Amaryllidaceae alkaloi
Synthetic studies on ciguatoxin [1]; construction of the spiro acetal part (C46-C55)
Oka, Takahiro,Murai, Akio
, p. 1 - 20 (2007/10/03)
The spiro acetal part (C46-C55) of ciguatoxin was synthesized stereoselectively.
