73818-40-3Relevant academic research and scientific papers
Catalyst-Enabled Site-Divergent Stereoselective Michael Reactions: Overriding Intrinsic Reactivity of Enynyl Carbonyl Acceptors
Uraguchi, Daisuke,Shibazaki, Ryo,Tanaka, Naoya,Yamada, Kohei,Yoshioka, Ken,Ooi, Takashi
, p. 4732 - 4736 (2018)
A site-divergent stereoselective Michael reaction system is developed based on the identification of two distinct catalysts. Cinchonidine-derived thiourea catalyzes the 1,4-addition of prochiral azlactone enolates to enynyl N-acyl pyrazoles in a highly diastereo- and enantioselective manner to give stereochemically defined alkynes, while P-spiro chiral triaminoiminophosphorane catalytically controls the stereoselective 1,6-addition and the consecutive γ-protonation of the vinylogous enolate intermediate to afford Z,E-configured conjugated dienes. This 1,6-adduct serves as a valuable precursor for the synthesis of a 2-amino-2-deoxy sugar.
Cumulated Ylides, VII. A Method for the Synthesis of α,β-Unsaturated Carboxylic Compounds
Bestmann, Hans Juergen,Schmid, Guenter,Sandmeier, Dieter
, p. 912 - 918 (2007/10/02)
Phosphacumulene ylides 1 add alcohols, thiols, and NH-acidic compounds to form phosphoranes 3, which react with aldehydes to give esters, thiol esters, imidates, thioimidates, amidines, azolides, and sulfonamides of α,β-unsaturated carboxylic acids.
