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Synthesis and Stereochemistry of Novel Dibrominated 1,5-Dioxaspiro[5.5]undecane Derivatives
Authors:Ion Grosu  Loïc Toupet  Gerard Plé  Sorin Mager  Eugen Mesaros  Andreea Varga  Elena Bogdan
Institution:(1)  Babes-Bolyai University, Organic Chemistry Department and CSOFSTM, RO-3400, Cluj-Napoca, Romania, RO;(2)  Université de Rennes I, UMR C6626, F-35043 Rennes, France, FR;(3)  Université de Rouen et IRCOF, UPRES-A-6014, Faculté des Sciences de Rouen, F-76821 Mont Saint Aignan, France, FR
Abstract:Summary.  The synthesis and stereochemistry of new dibrominated spiro-1,3-dioxane derivatives are reported. Investigations by means of NMR methods and single crystal X-ray diffraction for two compounds revealed the high regio- and diastereoselectivity of the bromination reaction of some new spiro-1,3-dioxanes and the asymmetric induction of the chiral carbon atom located in the spiro skeleton. Received July 13, 1999. Accepted October 21, 1999
Keywords:, ,Spiro compounds, Diastereoselective bromination, X-Ray structure determination, Conformation, NMR Spectroscopy,
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