103766-22-9Relevant academic research and scientific papers
A catalytic and iterative route to β-substituted esters via highly enantioselective conjugate addition of dimethylzinc to unsaturated malonates
Schuppan, Julia,Minnaard, Adriaan J.,Feringa, Ben L.
, p. 792 - 793 (2004)
Using the chiral phosphoramidite ligand (S,R,R)-L1 in the conjugate addition of dimethylzinc to acyclic unsaturated malonates, enantioselectivities of up to 98% have been obtained for the first time. An iterative and stereodivergent route to 3,5-dimethyl esters that takes advantage of this asymmetric catalysis has been developed.
1,6-Conjugate addition of boronic acids to 2-allylidenemalonates
De La Herrán, Gabriela,Csák?, Aurelio G.
body text, p. 585 - 588 (2009/07/09)
The addition of boronic acids to 2-allylidenemalonates under RhI or Pd2+ catalysis shows an enhanced selectivity for the 1,6-addition reaction in comparison with diunsaturated monoesters. In the case of the RhI-catalyzed addition, the position of the new C=C double bond in the final product can be tuned with the choice of the base to give vinylmalonates of alkylidenemalonates. Georg Thieme Verlag Stuttgart.
A convenient synthesis of the (E)-monoacetates of 2-alkylidenepropane-1,3- diols
Miura, Tsuyoshi,Okazaki, Kenjiro,Ogawa, Kyoko,Otomo, Erika,Umetsu, Satoe,Takahashi, Mauko,Kawashima, Yuya,Jyo, Yuki,Koyata, Naka,Murakami, Yasuoki,Imai, Nobuyuki
body text, p. 2695 - 2700 (2009/04/04)
Various kinds of 3-substituted (E)-2-(hydroxymethyl)prop-2-enyl acetates were conveniently obtained in excellent yields by the regiospecific acetylation of 2-alkylidenepropane-1,3-diols with 10 equivalents of vinyl acetate in the presence of 50% w/w porcine pancreatic lipase (PPL) type II; the starting materials or (Z)-monoacetate or diacetate byproducts were generally not present. Georg Thieme Verlag Stuttgart.
A lewis acid-promoted cyclization of ethenetricarboxylate derivative aromatic compounds. Novel syntheses of oxindoles and benzofuranones via friedel-crafts intramolecular michael addition
Yamazaki, Shoko,Morikawa, Satoshi,Iwata, Yuko,Yamamoto, Machiko,Kuramoto, Kaori
, p. 3134 - 3138 (2007/10/03)
A novel cyclization reaction of ethenetricarboxylate derivative aromatic compounds in the presence of various Lewis acids gave benzo-annulated cyclic compounds such as oxindole and benzofuran derivatives via Friedel-Crafts intramolecular Michael addition
An Extremely Efficient Way to Prepare Conjugated Carbonyl Compounds from Terminal Alkenes via the Reactions of Ozonides, Triethylamine and Stable Phosphorus Ylides
Hon, Yung-Son,Lu, Ling
, p. 7937 - 7942 (2007/10/02)
Ozonides derived from mono- and 1,1-di-substituted olefins reacted with triethylamine in the presence of nucleophiles, such as phosphorus ylide or phosphonoacetate to give conjugated carbonyl compounds almost instantaneously in excellent yields.These transformations were accelerated by the by-product (i.e. thermal energy and ammonium formate) generated in the reaction.
