222425-48-1Relevant academic research and scientific papers
Enantioselective synthesis of (-)-indolizidine 167B
Chalard, Pierre,Remuson, Roland,Gelas-Mialhe, Yvonne,Gramain, Jean-Claude,Canet, Isabelle
, p. 1661 - 1664 (1999)
The enantioselective total synthesis of (-)-indolizidine 167B is described. The key step is the intramolecular cyclization of the chiral N- acyliminium ion 6. Indolizidine 167B was obtained in 7 steps and 17% yield from ethyl (R)-3-aminohexanoate, with an
Diastereoselective synthesis of aziridine esters via amino selanyl esters
Miniejew, Catherine,Outurquin, Francis,Pannecoucke, Xavier
, p. 2657 - 2670 (2007/10/03)
A synthesis of aziridine esters based on the cyclisation of amino selanyl esters induced by the selanyl group activation was developed with either the Meerwein salt or NBS. Two asymmetric approaches are proposed: the diastereoselective reductions of α-sel
Isolation and Structure Determination of Lyngbyastatin 3, a Lyngbyastatin 1 Homologue from the Marine Cyanobacterium Lyngbya majuscula. Determination of the Configuration of the 4-Amino-2,2-dimethyl-3-oxopentanoic Acid Unit in Majusculamide C, Dolastatin 12, Lyngbyastatin 1, and Lyngbyastatin 3 from Cyanobacteria
Williams, Philip G.,Moore, Richard E.,Paul, Valerie J.
, p. 1356 - 1363 (2007/10/03)
The structure of lyngbyastatin 3 (1), including the configurations of the two unusual amino acid residues, viz., the 3-amino-2-methylhexanoic acid (Amha) and 4-amino-2,2-dimethyl-3-oxopentanoic acid units (Ibu), has been established by chemical degradation. Analysis of the cyanobacterial samples of lyngbyastatin 3 (1), lyngbyastatin 1 (2), and dolastatin 12 (3) demonstrated that they are mixtures of Ibu epimers [R (major) and S (minor)], whereas the structurally related majusculamide C (4) is a single diastereomer having an S-Ibu unit.
A facile enantioselective synthesis of 2-(2-aminoethyl)allylsilanes, new synthons for piperidine synthesis
Monfray, Jérémy,Gelas-Mialhe, Yvonne,Gramain, Jean-Claude,Remuson, Roland
, p. 5785 - 5787 (2007/10/03)
The synthesis of chiral (2-substituted-2-aminoethyl)allylsilanes by cerium mediated trimethylsilylmethylmagnesium chloride addition to the ester group of non racemic chiral β-aminoesters is described.
