20530-06-7Relevant articles and documents
Free-radical based cycloalkanol synthesis and annulation from thioacetal precursors
Yadav, Veejendra,Fallis, Alex G.
, p. 779 - 789 (2007/10/02)
A general procedure for the synthesis of diverse cyclopentanols via free-radical cyclization of unsaturated 1,3-oxathiolanes and 1,3-oxathiolan-5-ones is described.The scope of these reactions, including preliminary rate studies that indicate that the 1,3-oxathiolan-5-ones cyclize at a useful rate (1.4*106 M-1s-1 at 80 deg C), has been examined.This permits the rapid assembly, by intramolecular annulation, of various additional ring systems, including bicyclooctanols, bicyclononanols, and bicyclooctanols for use in total synthesis. Key words: radical cyclization, oxathiolanes, oxathiolanones.
BRIDGING STRAIN IN BICYCLIC CARBOCATIONS
Grob, Cyril A,Zutter, Ulrich
, p. 2849 - 2852 (2007/10/02)
The solvolysis rates and products of 6-exo- and 6-endo-bicyclooctyl toluenesulfonate confirm that differential bridging strain is a major factor in determining the reactivity of epimeric bicyclic sulfonates.
