1966
DOI: 10.1002/anie.196610001
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Conformational Aspects of Many‐Membered Rings

Abstract: obtained in anhydrous dimethylformamide at 150 'C (Scheme 2,d). e) R e a c t i o n with AminesPoly-y-hydroxycrotonolactone reacts with amines in aqueous media at 20 to 50°C to give the ammonium salt of the polymeric y-hydroxy acid (see Scheme 2,el). In organic solvents, e.g. in an excess of the amine, higher reaction temperatures are required, and the polymeric y-hydroxy carboxamide is then formed (Scheme 2,ez). f) R e d u c t i o n with L i t h i u m T e t r a h y d r i d o a l u m i n a t e Polymeric crotono… Show more

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Cited by 82 publications
(37 citation statements)
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“…We have used a virtual diamond lattice model (72,73) to qualitatively visualize the backbone conformations of such acyclic enoates and their putative cuprio intermediates (60). The validity of this visual tool to simulate folded conformations of hydrocarbon chains was also tested in the context of solid-state crystal structures of natural products containing syn͞syn-trimethyl deoxypropionate motifs.…”
Section: Acyclic Stereocontrol In Conjugate Additionsmentioning
confidence: 99%
“…We have used a virtual diamond lattice model (72,73) to qualitatively visualize the backbone conformations of such acyclic enoates and their putative cuprio intermediates (60). The validity of this visual tool to simulate folded conformations of hydrocarbon chains was also tested in the context of solid-state crystal structures of natural products containing syn͞syn-trimethyl deoxypropionate motifs.…”
Section: Acyclic Stereocontrol In Conjugate Additionsmentioning
confidence: 99%
“…A similar conclusion was reached earlier for Si-N interactions, Xa calculations (28) showing that polar interactions were more important than n-bonding in ensuring the skeletal planarity of N(SiH3)+ If the torsional barrier about the Si-0 bond is small, the molecular conformation of individual di~llethylsiloxanes will be controlled principally by the interaction of the exocyclic groups. In making comparisons with organic structures (25,29), it is then perhaps more appropriate to compare siloxanes [(CH3)?SiO],, with the cycloalkanes (CH? ),, rather than (CH?)?,,.…”
Section: Resultsmentioning
confidence: 99%
“…The orientation and stability of the crystal were monitored using standard reflections whose intensities were measured every hour and their orientation checked every 100 reflections. Using the CuKa graphite monochromatized radiation, the intensities of 3269 reflections were measured within the sphere of reflection limited by 28,,, = 150" and 0 5 h 5 13 for F, 0 and C), Ui,, (A', X 10' for H atoms). U,, = f Z ' C U,, a ; a j ai'aj…”
Section: Methodsmentioning
confidence: 99%
“…Even cyclotetradecane, an unsubstituted 14-membered ring, has torsion angles in its conformation deviating by as much as 10" from predicted values. There is at least one feature common to all these structures, that is, both C( 10)-C( 1 1)-C(l2)-C (13) and C (17) significant. All the other deviations are small or may be attributed to the presence of various ring substituents.…”
mentioning
confidence: 99%
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