The role of the generalized anomeric effect in the conformational analysis of 1,3-dioxacycloalkanes. Conformational analysis of 3,5-dioxabicyclo[5.1.0]octanes and 3,5,8-trioxabicyclo[5.1.0]octanes

1977 ◽  
Vol 42 (2) ◽  
pp. 365-368 ◽  
Author(s):  
Michael H. Gianni ◽  
Robert Cody ◽  
Mohan R. Asthana ◽  
Karl Wursthorn ◽  
Patrick Patanode ◽  
...  
Keyword(s):  
Conformational Analysis ◽  
Anomeric Effect

ChemInform Abstract: THE ROLE OF THE GENERALIZED ANOMERIC EFFECT IN THE CONFORMATIONAL ANALYSIS OF 1,3-DIOXACYCLOALKANES. CONFORMATIONAL ANALYSIS OF 3,5-DIOXABICYCLO(5.1.0)OCTANES AND 3,5,8-TRIOXABICYCLO(5.1.0)OCTANES

1977 ◽  
Vol 8 (22) ◽  
pp. no-no
Author(s):  
M. H. GIANNI ◽  
R. CODY ◽  
M. R. ASTHANA ◽  
K. WURSTHORN ◽  
P. PATANODE ◽  
...  
Keyword(s):  
Conformational Analysis ◽  
Anomeric Effect

scholarly journals Conformational Analysis of CmH2m+1OCH2CH2OH (m = 1-4): The Role of CH.cntdot..cntdot..cntdot.O Intramolecular Interactions

1995 ◽  
Vol 99 (20) ◽  
pp. 8066-8070 ◽  
Author(s):  
Francisco P. S. C. Gil ◽  
A. M. Amorim Da Costa ◽  
J. J. C. Teixeira-Dias
Keyword(s):  
Conformational Analysis ◽  
Intramolecular Interactions

Conformational analysis of 2-phosphoryl and 2-thiophosphoryl 1,3-heteroanes by molecular mechanics calculations. A question of the origin of the anomeric effect

1989 ◽  
Vol 54 (12) ◽  
pp. 2859-2861 ◽  
Author(s):  
Marian Mikolajczyk ◽  
Piotr Graczyk ◽  
M. I. Kabachnik ◽  
A. P. Baranov
Keyword(s):  
Conformational Analysis ◽  
Molecular Mechanics ◽  
Anomeric Effect ◽  
Molecular Mechanics Calculations

Conformational analysis of 5-lipoxygenase inhibitors: role of the substituents in chiral recognition and on the active conformations of the (methoxyalkyl)thiazole and methoxytetrahydropyran series

1994 ◽  
Vol 37 (1) ◽  
pp. 113-124 ◽  
Author(s):  
Christine Lambert-van der Brempt ◽  
Pierre Bruneau ◽  
Maryannick A. Lamorlette ◽  
Stephen J. Foster
Keyword(s):  
Conformational Analysis ◽  
Chiral Recognition ◽  
Lipoxygenase Inhibitors

The anomeric effect revisited. A possible role of the CH/n hydrogen bond

2007 ◽  
Vol 342 (9) ◽  
pp. 1202-1209 ◽  
Author(s):  
Osamu Takahashi ◽  
Katsuyoshi Yamasaki ◽  
Yuji Kohno ◽  
Ryuta Ohtaki ◽  
Kazuyoshi Ueda ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Anomeric Effect

scholarly journals Salt effects on the conformational behavior of 5-substituted 1,3-dioxanes

2003 ◽  
Vol 75 (5) ◽  
pp. 589-599 ◽  
Author(s):  
Eusebio Juaristi ◽  
G. A. Rosquete-Pina ◽  
M. Vázquez-Hernández ◽  
A. J. Mota
Keyword(s):  
Conformational Analysis ◽  
Metal Ions ◽  
Electrostatic Interactions ◽  
Inorganic Salts ◽  
Conformational Behavior ◽  
Anomeric Effect ◽  
Biological Processes ◽  
Polar Substituents ◽  
Derivatives Of

Since their introduction by E. L. Eliel nearly four decades ago, derivatives of 1,3-dioxane have proved useful in conformational analysis. Examples are discussed, where 5-polar substituents permit the evaluation of fundamental phenomena such as attractive and repulsive gauche effects, electrostatic interactions, and stereoelectronic effects. By the same token, 2-substituted 1,3-dioxanes, 1,3-dithianes, and 1,3-oxathianes are useful frameworks for the study of the anomeric effect and the associated structural and spectroscopic manifestations, such as the so-called Perlin effects. In view of the varied and essential involvement of metal ions and inorganic salts in biological processes, 5-substituted 1,3-dioxanes are presently being examined in the presence of Li+, Na+, K+, Ag+, Mg2+, Ca2+, Ba2+, and other cations, with the aim to increase the understanding of biomolecular properties in vivo.

Conformational analysis of 2-substituted methylenecyclohexanes and 3-substituted cyclohexenes and the anomeric effect

1977 ◽  
Vol 55 (6) ◽  
pp. 1015-1023 ◽  
Author(s):  
Jean Lessard ◽  
Phan Viet Minh Tan ◽  
Robert Martino ◽  
John K. Saunders
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Double Bond ◽  
Magnetic Resonance ◽  
Conformational Analysis ◽  
Methoxy Group ◽  
Anomeric Effect ◽  
Magnetic Resonance Data ◽  
Electronegative Substituent ◽  
Axial Conformer ◽  
Resonance Data

The analysis of the 13C and 1H nuclear magnetic resonance data of 2-substituted methylenecyclohexanes and 3-substituted cyclohexenes demonstrates that a double bond stabilizes the axial conformer for an electronegative substituent. Introduction of a methoxy group on the double bond further increases the relative stability of the axial conformer. These results are interpreted in terms of the 'double bond – no bond' resonance.

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