135582-93-3Relevant articles and documents
A concise stereoselective synthesis of (+)-1-deoxy-6-epi-castanospermine
Gajare, Vikas S.,Khobare, Sandip R.,Datrika, Rajender,Reddy, K. Srinivasa,Rajana, Nagaraju,Babu, B. Kishore,Rao, B. Venkateswara,Syam Kumar
supporting information, p. 1486 - 1488 (2016/03/12)
A concise stereoselective synthesis of (+)-1-deoxy-6-epi-castanospermine has been developed through stereoselective approach from the chiral precursor R-Glycidol. The key steps in the synthesis involve Grignard reaction through Weinreb amide, followed by Sharpless dihydroxylation and stereoselective reduction of imine assigned the required stereochemical feature of indolizidine azasugar (+)-1-deoxy-6-epi-castanospermine.
Asymmetric synthesis of orthogonally protected (2S,4R)- and (2S,4S)-4-hydroxyornithine
Lépine, Renaud,Carbonnelle, Anny-Claude,Zhu, Jieping
, p. 1455 - 1458 (2007/10/03)
Synthesis of orthogonally protected (2S, 4R)- and (2S, 4S)-4-hydroxyornithine was reported featuring an asymmetric alkylation of N-(diphenylmethylene)glycine tert-butyl ester (6) by (5S)-N-benzyloxycarbonyl-5-iodomethyl oxazolidine (7). Double stereoselection was examined using chiral ammonium salts as phase transfer catalysts and a substrate-directed chiral induction is documented.
Total synthesis of the biphenomycins; II. Synthesis of protected (2S,4R)-4-hydroxyornithines
Schmidt,Meyer,Leitenberger,Stabler,Lieberknecht
, p. 409 - 413 (2007/10/02)
Improved synthetic methods for the preparation of three differently protected (2S,4R)-4-hydroxyornithine (10, 16, 24) have been developed which obviously can be used for the construction of the other stereoisomers. Formation of the corresponding α,β-dideh
