471242-95-2Relevant academic research and scientific papers
An efficient RCM-based synthesis of orthogonally protected meso-DAP and FK565
Del Valle, Juan R.,Goodman, Murray
, p. 8946 - 8948 (2004)
A condensation-ring-close-ring-open sequence was employed for the synthesis of orthogonally protected meso-2,6-diaminopimelic acid, starting from easily accessible chiral synthons. Condensation of suitably protected L-allyl-glycine and D-vinylglycinol der
(S,S)-(+)-pseudoephedrine α-iminoglyoxylamide as a chiral glycine cation equivalent: A modular and flexible approach to enantioenriched α-amino ketones
Ruiz, Nerea,Vicario, Jose L.,Badia, Dolores,Carrillo, Luisa,Alonso, Beatriz
supporting information; experimental part, p. 2613 - 2616 (2009/05/26)
(Chemical Equation Presented) We have studied the ability of an α-imino glyoxylamide derived from (S,S)-(+)-pseudoephedrine as a valuable chiral electrophile for the preparation of α-amino carbonyl compounds. In this context, the addition of Grignard reagents to the azomethine moiety of this chiral electrophile afforded the expected α-amino amide adducts in good yields and diastereoselectivities. Moreover, these adducts have been transformed into enantioenriched α-amino ketones by exploiting the ability of pseudoephedrine amides to undergo selective monoaddition to the carbamoyl group with organolithium reagents.
Indium-mediated diastereoselective allylation reactions: preparation of α-hydroxy and α-amino acids
Lee, Jung Gyu,Choi, Kyung Il,Pae, Ae Nim,Koh, Hun Yeong,Kang, Yonghan,Cho, Yong Seo
, p. 1314 - 1317 (2007/10/03)
The hemiacetals of (+)- and (-)-N-glyoxyloylbornane-10,2-sultam and their imines reacted with allyl iodide in the presence of indium in DMF to give the corresponding α-hydroxy and α-amino camphor sultam derivatives with high diastereoselectivities (86-90%
