142613-09-0Relevant articles and documents
Enantioselective Oxidative (4+3) Cycloadditions between Allenamides and Furans through Bifunctional Hydrogen-Bonding/Ion-Pairing Interactions
Villar, Laura,Uria, Uxue,Martínez, Jose I.,Prieto, Liher,Reyes, Efraim,Carrillo, Luisa,Vicario, Jose L.
, p. 10535 - 10538 (2017)
BINOL-based N-trifluoromethanesulfonyl phosphoramides catalyze the enantioselective (4+3) cycloaddition between furans and oxyallyl cations, the latter being generated in situ by oxidation of allenamides. The chiral organic phosphoramide counteranion is proposed to engage in the activation of the oxyallyl cation intermediate through cooperative hydrogen-bonding and ion-pairing interactions, enabling an efficient chirality transfer that provide the final adducts with high diastereo- and enantioselectivities. Remarkably, the reaction shows a wide substrate scope that includes a variety of substituted allenamides and furans.
Stereoselective preparation of (1Z)- and (1E)-N-Boc-1-amino-1,3-dienes by stereospecific base-promoted 1,4-elimination
Tayama, Eiji,Toma, Yuka
, p. 554 - 559 (2015/02/18)
The base-promoted 1,4-elimination reaction of N-Boc-1-amino-4-methoxy-2-alkene 1 is shown to proceed with perfect stereoselectivity to afford the corresponding N-Boc-1-amino-1,3-diene 2 in good yields. The reaction is highly stereospecific. The substrate
Copper-Catalyzed Regiospecific and 1,2-Regioselective Cyclopropanation of (1 Z)-1-Amino- and (1 Z)-1-Oxy-1,3-butadienyl Derivatives
Tayama, Eiji,Saito, Shun
, p. 1880 - 1884 (2015/08/06)
The copper-catalyzed regiospecific and 1,2-regioselective cyclopropanation of (1Z)-1-amino- and (1Z)-1-oxy-1,3-butadienyl derivatives, which could be prepared by Z-stereoselective 1,4-elimination with α-aryl diazoesters was successfully demonstrated. This successful regiospecific protocol enabled the preparation of the corresponding 1-amino- and 1-oxy-2-vinylcyclopropane derivatives as almost single stereoisomers.
Identification of oxazolidinediones and thiazolidinediones as potent 17β-hydroxysteroid dehydrogenase type 3 inhibitors
Harada, Koichiro,Kubo, Hideki,Tanaka, Akio,Nishioka, Kazuhiko
, p. 504 - 507 (2012/03/11)
Novel and potent inhibitors of 17β-hydroxysteroid dehydrogenase type 3 (17β-HSD3) were identified based on oxazolidinedione and thiazolidinedione derivatives, starting from a high-throughput screening hit, 5-(3-bromo-4-hydroxybenzyl)-3-(4-methoxyphenyl)-1
Gold-catalyzed synthesis of alkylidene 2-oxazolidinones and 1,3-oxazin-2-ones
Robles-Machin, Rocio,Adrio, Javier,Carretero, Juan Carlos
, p. 5023 - 5026 (2007/10/03)
N-Boc-protected alkynylamines are converted into the corresponding alkylidene 2-oxazolidinones or 2-oxazinones under very mild reaction conditions in the presence of 1-5 mol % of a cationic Au(I) complex. The scope of the reaction is very general, providi