The hetero-Diels-Alder addition of sulfur dioxide: structure of the first crystalline sultine. Quantum calculations on the conformations of 6-fluoro-3,6-dihydro-1,2-oxathiine 2-oxides
2001
Abstract
The hetero-Diels-Alder addition of sulfur dioxide to (E)- and (Z)-4-(fluoromethylidene)-3-methylene-2,3-dihydro-naphthalene follows the endo Alder rule. The first example of a crystalline sultine has been obtained. In agreement with high level quantum calculations, (1SR,3SR)-1-fluoro-1,4,5,6-tetrahydronaphtho[2,1-d][1,2]oxathiine 3-oxide adopts a sofa conformation in its ground state.
Details
Title
The hetero-Diels-Alder addition of sulfur dioxide: structure of the first crystalline sultine. Quantum calculations on the conformations of 6-fluoro-3,6-dihydro-1,2-oxathiine 2-oxides
Author(s)
Roversi, E. ; Scopelliti, R. ; Solari, E. ; Estoppey, R. ; Vogel, P. ; Brana, P. ; Menendez, B. ; Sordo, J. A.
Published in
Chemical Communications
Issue
13
Pages
1214-1215
Date
2001
ISSN
1359-7345
Keywords
Note
Univ Oviedo, Dept Quim Fis & Analit, Lab Quim Computac, E-33071 Oviedo, Spain. Univ Lausanne, Chim Sect, BCH, CH-1015 Lausanne, Switzerland.
Laboratories
LGSA
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > SB Archives > LGSA - Laboratory of Glycochemistry and Asymmetric Synthesis
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Peer-reviewed publications
Work produced at EPFL
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Record creation date
2005-11-09