research article
Site Selectivity and Regioselectivity of the Hetero-Diels-Alder and Cheletropic Additions of Sulfur-Dioxide to a 2,3,6,7-Tetramethylidenebicyclo[3.2.1]Octane Derivative
1993
At -55-degrees-C SO2 adds to 4-[(tert-butyl)dimethylsilyloxy]-1-methoxy-2,3,6,7-tetramethylidenebicyc lo[3.2.1]octane reversibly and selectively onto the s-cis-butadiene moiety at C(2), C(3) giving a single regioisomeric sultine. At -45-degrees-C the cheletropic addition of SO2 occurs selectively giving the monosulfolene attached at C(2), C(3).
Type
research article
Author(s)
Deguin, B.
Date Issued
1993
Publisher
Published in
Volume
34
Issue
39
Start page
6269
End page
6270
Subjects
Note
Univ lausanne,chim sect,2 rue barre,ch-1005 lausanne,switzerland.
Editorial or Peer reviewed
REVIEWED
Written at
EPFL
EPFL units
Available on Infoscience
November 9, 2005
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