Conformational Rigidification via Derivatization Facilitates the Determination of Absolute Configuration Using Chiroptical Spectroscopy:  A Case Study of the Chiral Alcohol endo-Borneol

We demonstrate that derivatization of the OH group of endo-borneol, 1, leads to conformational rigidification. Conformational analysis (CA) of 1 and its methyl, acetate, tert-butyl, and trimethylsilyl derivatives, 2−5, is carried out using ab initio density functional theory (DFT). The number of the...

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Veröffentlicht in:	Journal of organic chemistry 2005-04, Vol.70 (8), p.2980-2993
Hauptverfasser:	Devlin, F. J, Stephens, P. J, Besse, P
Format:	Artikel
Sprache:	eng
Schlagworte:	Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids Bornanes - chemistry Chemical Sciences Chemistry Circular Dichroism Exact sciences and technology Molecular Conformation Molecular Structure Organic chemistry Preparations and properties Stereoisomerism
Online-Zugang:	Volltext
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