124818-93-5Relevant academic research and scientific papers
Highly stereoselective intramolecular SN2′ cyclization yielding chiral oxazolidin-2-ones: General route to α-hydroxy-β-amino acids
Seo, Woo Duck,Curtis-Long, Marcus J.,Kim, Jin Hyo,Park, Jong Keun,Park, Ki Min,Park, Ki Hun
, p. 2289 - 2292 (2007/10/03)
Intramolecular nucleophilic attack onto allylsulfonates promoted by silica gel acting as an acid catalyst provides expedient stereoselective access to 4,5-difunctionalized oxazolidin-2-ones. Precursors were prepared efficiently from enantiopure α-amino ac
Stereoselective intramolecular cyclization of allyl and homoallyl benzamide via π-allylpalladium complex catalyzed by Pd(0)
Lee, Kee-Young,Kim, Yong-Hyun,Park, Min-Sung,Oh, Chang-Young,Ham, Won-Hun
, p. 9450 - 9458 (2007/10/03)
The transformation of acyclic allylic benzamides 4 and homoallylic benzamides 12 to vinyl oxazolines 3 is achieved in the presence of base by the catalysis and Pd(0) in high yield and with high diastereoselectivity. Especially, in the case of homoallylic benzamides 12, trans-oxazolines 3 are formed exclusively or predominantly over cis-oxazolines 8, irrespective of the composition of their stereoisomers. The reaction is believed to proceed via the same π-allylpalladium complex that arises from either primary or secondary allylic acetates. We applied this method to the syntheses of β- amino-α-hydroxy acids 1 and γ-amino-β-hydroxy acids 2, conveniently protected as oxazoline.
Irreversible inhibitions of serine proteases by peptidyl allylic halide derivatives
Ohba, Tsuyoshi,Ikeda, Eitatsu,Wakayama, Jun,Takei, Hisashi
, p. 219 - 224 (2007/10/03)
Peptidyl 4-amino-5-phenyl-2-pentenyl bromide (7a, 9a, 10a) and chloride derivatives (7b, 9b, 10b) were found to be active-site directed irreversible inhibitors of α-chymotrypsin but did not show any irreversible inhibitory activity toward porcine pancreatic elastase. Copyright
A stereoselective approach to the synthesis of aminoalcohols
Mordini, Alessandro,Valacchi, Michela,Pecchi, Sabina,Degl'Innocenti, Alessandro,Reginato, Gianna
, p. 5209 - 5212 (2007/10/03)
Amino alkoxy oxiranes have been isomerized to stereochemically pure amino alcohols, useful precursors for dipeptides isosteres, by treatment with the superbasic mixture butyllithium/diisopropylamine/potassium tert-butoxide.
Stereoselective Syntheses of α-Hydroxy-γ-amino Acids: Possible γ-Turn Mimetics
Reetz, Manfred T.,Griebenow, Nils,Goddard, Richard
, p. 1605 - 1606 (2007/10/02)
Enantiomerically pure 4-amino-allyloxy-acetates, prepared from L-amino acids, undergo a stereoselective Wittig rearrangement with formation of the corresponding α-hydroxy-γ-amino acid esters having γ-turn conformational features.
Syntheses and reactions of silyl carbamates. 2. A new mode of cyclic carbamate formation from tert-butyldimethylsilyl carbamate
Sakaitani, Masahiro,Ohfune, Yasufumi
, p. 1150 - 1158 (2007/10/02)
Stereoselective construction of 1,2 and 1,3 amino hydroxyl systems was achieved by the intramolecular trapping of the N-tert-butyldimethylsilyloxycarbonyl species (silyl carbamate) activated by fluoride ion. The reaction of the silyl carbamate with 1,2-sy
A NEW MODE OF CYCLIC CARBAMATE FORMATION VIA tert.-BUTYLDIMETHYLSILYL CARBAMATE. STEREOSELECTIVE SYNTHESES OF STATINE AND ITS ANALOGUE
Sakaitani, Masahiro,Ohfune, Yasufumi
, p. 3987 - 3990 (2007/10/02)
Stereoselective construction of 1,2- and 1,3-amino hydroxyl systems was carried out using SN2' (initiated by AgF or AgF-Pd(II)) cyclic carbamate formations from tert.-butyldimethyl silyl carbamates.This method was applied to the syntheses of st
