142204-61-3Relevant articles and documents
Catalytic asymmetric synthesis of chiral allylic esters
Kirsch, Stefan F.,Overman, Larry E.
, p. 2866 - 2867 (2005)
Trichloroacetimidate derivatives of prochiral (Z)-2-alken-1-ols react at room temperature with carboxylic acids to give chiral 3-acyloxy-1-alkenes in high enantiopurity in the presence of di-μ-acetatobis[(η5-(S)-(pR)-2-(2′-(4′-methylethyl)oxazolinyl)cyclopentadienyl,1-C,3′-N)(η4-tetraphenylcyclobutadiene)cobalt]dipalladium (COP-OAc) or its enantiomer. This reaction has broad scope, proceeds with predictable high stereoinduction, is accomplished at room temperature using high substrate concentrations and low catalyst loadings, and likely proceeds by a novel mechanism. Copyright
Copper-catalyzed enantioselective allylic oxidation of acyclic olefins
Zhang, Bo,Zhu, Shou-Fei,Zhou, Qi-Lin
supporting information, p. 2665 - 2668 (2013/06/26)
A copper-catalyzed asymmetric allylic oxidation of acyclic olefins has been developed. By using the complexes of copper and chiral spiro bisoxazoline ligands as catalysts, the oxidation of various acyclic olefins was accomplished with excellent regioselec
Redox-neutral atom-economic rhodium-catalyzed coupling of terminal alkynes with carboxylic acids toward branched allylic esters
Lumbroso, Alexandre,Koschker, Philipp,Vautravers, Nicolas R.,Breit, Bernhard
supporting information; experimental part, p. 2386 - 2389 (2011/05/04)
A new method for the preparation of a wide range of branched allylic esters from terminal alkynes that proceeds via a redox-neutral propargylic CH activation employing a rhodium(I)/DPEphos catalyst is reported.
Iridium-catalyzed kinetic asymmetric transformations of racemic allylic benzoates
Stanley, Levi M.,Bai, Chen,Ueda, Mitsuhiro,Hartwig, John F.
supporting information; experimental part, p. 8918 - 8920 (2010/08/21)
Versatile methods for iridium-catalyzed, kinetic asymmetric substitution of racemic, branched allylic esters are reported. These reactions occur with a variety of aliphatic, aryl, and heteroaryl allylic benzoates to form the corresponding allylic substitution products in high yields (74-96%) with good to excellent enantioselectivity (84-98% ee) with a scope that encompasses a range of anionic carbon and heteroatom nucleophiles. These kinetic asymmetric processes occur with distinct stereochemical courses for racemic aliphatic and aromatic allylic benzoates, and the high reactivity of branched allylic benzoates enables enantioselective allylic substitutions that are slow or poorly selective with linear allylic electrophiles.
