
Journal of Organic Chemistry p. 924 - 926 (1980)
Update date:2022-07-30
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Detty, Michael R.
tert-Butyldimethylsilyl iodide (I) is prepared from the reaction of iodine with (phenylseleno)-tert-butyldimethylsilane in acetonitrile.The reaction of oxiranes with 1 followed by treatment with 1,5-diazabicyclo<4.3.0>non-5-ene gives accetable yields of allylic alcohols isolated as their tert-butyldimethylsilyl ethers.Ring opening involves cleavage of the bond to the more highly substituted carbon.
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