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1.
J Am Chem Soc ; 136(44): 15469-72, 2014 Nov 05.
Article in English | MEDLINE | ID: mdl-25308898

ABSTRACT

A novel Pd(0)-catalyzed intramolecular arylative dearomatization of para-aminophenol derivatives is described. In the presence of 1.25 mol % [Pd(C3H5)Cl]2 and 3.75 mol % RuPhos, the arylative dearomatization reaction proceeds smoothly for a broad range of substrates, offering an efficient synthetic route to erythrinane derivatives in excellent yields.


Subject(s)
Aminophenols/chemistry , Palladium/chemistry , Catalysis
2.
Org Lett ; 10(10): 2031-4, 2008 May 15.
Article in English | MEDLINE | ID: mdl-18422288

ABSTRACT

Asymmetric synthesis of trans-alkenyl alpha-amino esters was realized by chiral phosphoric acid catalyzed transfer hydrogenation of beta,gamma-alkynyl alpha-imino esters. Utilizing Hantzsch esters as the hydrogen donor, both the alkyne and imine moieties of beta,gamma-alkynyl alpha-imino esters were reduced to afford trans-alkenyl alpha-amino esters with up to 96% ee.


Subject(s)
Esters/chemical synthesis , Imino Acids/chemical synthesis , Phosphoric Acids/chemistry , Catalysis , Esters/chemistry , Hydrogenation , Imino Acids/chemistry , Molecular Structure , Oxidation-Reduction
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