X-ray structure of [3aR-[1(2S*,3R*,6Z,8S*),3aa,6a,7ab]]-1-[8-[[(t-butyl)diphenylsilyl]oxy]-3-hydroxy-2-methyl-1-oxo-6-nonenyl]hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole-2,2-dioxide.
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The title compd. (I), was studied as a part of a study into the influence of remote silyloxy groups upon intramol. oxymercurations of g-hydroxyalkenes. Alkene stereochem. and conformation at the allylic C are also believed to play important roles in controlling the diastereoselection of such processes. As compd. I underwent highly diastereoselective intramol. oxymercuration it was crit. for this study that its structure be established. Thus, the structure detn. reveals the configuration about the C2, C3 and C8 atoms as S, R and S, resp., and the stereochem. about the C6=C7 bond as Z. The Si atom exists in a distorted tetrahedral geometry with angles in the range 103.22(18) to 115.58(19)° with the smallest and largest angles involving the tert-Bu group.
Main Group Metal Chemistry