183504-77-0Relevant academic research and scientific papers
Rhodium-catalyzed asymmetric 1,4-addition of arylboron reagents to α,β-unsaturated esters
Takaya, Yoshiaki,Senda, Taichi,Kurushima, Hiroaki,Ogasawara, Masamichi,Hayashi, Tamio
, p. 4047 - 4056 (1999)
Reaction of arylboron reagents, arylboronic acids or arylborates, which are readily accessible by lithiation of aryl bromides followed by treatment with trimethoxyborane, with α,β-unsaturated esters in the presence of rhodium/(S)-binap catalyst proceeded with high enantioselectivity to give high yields of optically active β-aryl esters of up to 98% ee. The enantioselectivity depends on the steric bulkiness of the ester moiety.
Design of N-sulfinyl homoallylic amines as novel sulfinamide-olefin hybrid ligands for asymmetric catalysis: Application in Rh-catalyzed enantioselective 1,4-additions
Jin, Shen-Shuang,Wang, Hui,Xu, Ming-Hua
supporting information; experimental part, p. 7230 - 7232 (2011/08/09)
Here we show that simple and readily available chiral sulfinamide-olefins can display great catalytic activities and enantioselectivities in rhodium-catalyzed 1,4-addition reactions. This study represent the first example of chiral sulfur-based olefin ligand class for transition metal-catalyzed asymmetric transformation.
Chirality holds the key for potent inhibition of the botulinum neurotoxin serotype a protease
Stowe, G. Neil,Silhar, Peter,Hixon, Mark S.,Silvaggi, Nicholas R.,Allen, Karen N.,Moe, Scott T.,Jacobson, Alan R.,Barbieri, Joseph T.,Janda, Kim D.
supporting information; experimental part, p. 756 - 759 (2010/04/05)
(Chemical Equetion Presentation) Botulinum neurotoxin serotype A (BoNT/A) is the most toxic protein known to man and also a bioterrorism agent. As defined by our previous research targeting the etiological agent responsible for BoNT/A intoxication, a protease, we now report on the asymmetric synthesis of four new BoNT/A inhibitors; the most potent of this series is roughly 2-fold more active than the best small molecule inhibitor currently known.
