نتایج جستجو برای: stereoelectronic interactions

تعداد نتایج: 387939  

Journal: :The Journal of organic chemistry 2016
Santiago Barroso Sébastien Lemaire Vittorio Farina Andreas K Steib Romain Blanc Paul Knochel

The unexpected ability of arylzinc reagents bearing electron-donating substituents to react in a Friedel-Crafts fashion (cine) with electrophiles like perpivaloylated glucoside bromide and benzhydryl bromides in competition with organometallic coupling (ipso) is shown. The stereoelectronic factors required to promote the cine reactivity versus the classical ipso, and the mechanism of this alter...

Journal: :Organic letters 2016
Elena M Sánchez Fernández Claudio D Navo Nuria Martínez-Sáez Rita Gonçalves-Pereira Víctor J Somovilla Alberto Avenoza Jesús H Busto Gonçalo J L Bernardes Gonzalo Jiménez-Osés Francisco Corzana José M García Fernández Carmen Ortiz Mellet Jesús M Peregrina

The first examples of amino acid (Ser/Thr)-sp(2)-iminosugar glycomimetic conjugates featuring an α-O-linked pseudoanomeric linkage are reported. The key synthetic step involves the completely diastereoselective α-glycosylation of Ser/Thr due to strong stereoelectronic and conformational bias imposed by the bicyclic sp(2)-iminosugar scaffold. Mucin-related glycopeptides incorporating these motif...

Journal: :Journal of the American Chemical Society 2006
Yi-Lei Zhao Christopher P Suhrada Michael E Jung K N Houk

The potential energy surface of the rearrangement of 3-vinylmethylenecyclobutane to 4-methylenecyclohexene has been studied computationally using density functional theory (B3LYP) and complete active space ab initio methods (CASSCF and CASPT2). The parent reaction is nonconcerted and occurs through several parallel diradical pathways. Transition structures and diradical intermediates are highly...

Journal: :Proceedings of the National Academy of Sciences of the United States of America 2004
Séverine Jeulin Sébastien Duprat de Paule Virginie Ratovelomanana-Vidal Jean-Pierre Genêt Nicolas Champion Philippe Dellis

Two original chiral diphosphines, SYNPHOS and DIFLUORPHOS, have been synthesized on multigram scales. Their steric and electronic profiles have been established in comparison with the commonly used 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl and 6,6'-dimethoxy-2,2'-bis(diphenylphosphino)-1,1'-biphenyl ligands. A screening study of the four ligands in Ru(II)-catalyzed asymmetric hydrogenation of...

2010
Michal Lebl Morten Meldal Knud J. Jensen Amit Choudhary Ronald T. Raines

Introduction Noncovalent interactions modulate the structure, function, and dynamics of the molecules of life [1]. We have discovered a noncovalent interaction in proteins and nucleic acids, termed the n→π* interaction, in which the lone pair (n) of a donor group (typically a carbonyl oxygen) overlaps with the antibonding orbital (π*) of an acceptor group (typically a carbonyl group) (Figures 1...

Journal: :The Journal of biological chemistry 1987
C J Wheeler R Croteau

Enzymes from Salvia officinalis, capable of catalyzing the electrophilic isomerization and subsequent cyclization of geranyl pyrophosphate (3,8-dimethylocta-2E,6-dienyl pyrophosphate) to the monoterpenes (+)-alpha-pinene and (+)-bornyl pyrophosphate, were examined with a series of substrate analogs modified in carbon chain length and in the geometric and electronic character of the C2-C3 and C6...

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