1068601-03-5Relevant academic research and scientific papers
Synthesis of methyl N-Boc-(2 S,4 R)-4-methylpipecolate
Hung, Kuo-Yuan,Harris, Paul W. R.,Brimble, Margaret A.
, p. 8728 - 8731 (2010)
An efficient stereoselective synthesis of fully protected (2S,4R)-4-methylpipecolic acid has been developed. The synthesis was achieved by initial asymmetric α-alkylation of glycine with a chiral iodide, affording the linear precursor as a single stereoisomer. Subsequent aldehyde formation using OsO4/NaIO4 followed by immediate intramolecular cyclization afforded an enamine that was then subjected to hydrogenation to give the final compound in 23% yield over 10 steps.
Enyne metathesis approach towards the cyclopentane motif of jatrophane diterpenes
Lentsch, Christoph,Fürst, Rita,Rinner, Uwe
, p. 2665 - 2670 (2014/01/06)
A short and efficient synthesis of the cyclopentane moiety of the jatrophane diterpene Pl-3 has been developed. The route features an enyne metathesis reaction, and a stereoselective palladium-catalyzed reductive epoxide opening as key steps. Georg Thieme Verlag Stuttgart New York.
General synthesis of highly functionalized cyclopentane segments for the preparation of jatrophane diterpenes
Lentsch, Christoph,Rinner, Uwe
supporting information; experimental part, p. 5326 - 5328 (2010/02/28)
Short and efficient syntheses of two diastereomeric cyclopentane segments present in most jatrophane diterpenes were achieved. Key steps are a stereoselective C-2 elongation, an RCM, and a hydroboration reaction. An orthogonal protecting group methodology
