634180-78-2Relevant articles and documents
A de Novo Stereocontrolled Approach to syn- and anti-Disubstituted Acyclic β2,3-Amino Acid Enantiomers
Cherepanova, Maria,Kiss, Lornd,Forr, Eniko,Fül?p, Ferenc
, p. 403 - 409 (2015/10/05)
The stereocontrolled syntheses of functionalized acyclic β2,3-amino acid derivatives in enantiomerically pure form were performed by starting from enantiopure cis- and trans-2-aminocyclopent-3-enecarboxylates, which were derived from a racemic bicyclic β-lactam. The synthetic strategy involves the stereoselective dihydroxylaton of the C-C double bond of the cyclopentene β-amino esters. The subsequent NaIO4-mediated ring cleavage affords dialdehyde intermediates that undergo functionalization by a Wittig reaction.
A de Novo stereocontrolled approach to syn- and anti-disubstituted acyclic β2,3-amino acid enantiomers
Cherepanova, Maria,Kiss, Loránd,Forr?, Eniko,Fül?p, Ferenc
, p. 403 - 409 (2014/01/23)
The stereocontrolled syntheses of functionalized acyclic β2,3-amino acid derivatives in enantiomerically pure form were performed by starting from enantiopure cis- and trans-2-aminocyclopent-3- enecarboxylates, which were derived from a racemic bicyclic β-lactam. The synthetic strategy involves the stereoselective dihydroxylaton of the C-C double bond of the cyclopentene β-amino esters. The subsequent NaIO 4-mediated ring cleavage affords dialdehyde intermediates that undergo functionalization by a Wittig reaction. The stereocontrolled syntheses of functionalized acyclic β2,3-amino acid derivatives in enantiomerically pure form have been performed in five steps by starting from enantiopure cis- and trans-2-aminocyclopent-3-enecarboxylates, which were derived from a racemic bicyclic β-lactam. Copyright
Intramolecular carbolithiation reactions for the preparation of 3-alkenylpyrrolidines.
Coldham, Iain,Price, Kathy N,Rathmell, Richard E
, p. 2111 - 2119 (2007/10/03)
Tin-lithium exchange allows the formation of alpha-amino-organolithium species that undergo anionic cyclization onto allylic ethers to give 3-alkenylpyrrolidines. The methodology has been applied to the synthesis of an advanced intermediate related to the natural product (-)-alpha-kainic acid.