Chem 232 Lecture 12 - UIC Department of Chemistry - University of ...
Chem 232 Lecture 12 - UIC Department of Chemistry - University of ...
Chem 232 Lecture 12 - UIC Department of Chemistry - University of ...
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Hydroboration-Oxidation is Regioselective1. B 2 H 6 , diglyme2. H 2 O 2 , NaOHCH 3 1. H 3 B•S(CH 3 ) 22. H 2 O 2 , NaOH1. H 3 B•THF2. H 2 O 2 , NaOHOHOHCH 3OH• usually written as a twostepprocess• works with diborane (B 2 H 6 )or a borane complex withanother Lewis base• diglyme is a commonsolvent• affords alcohol products;similar to hydration (H2O/H3O + )<strong>University</strong> <strong>of</strong> Illinois<strong>UIC</strong>at Chicago CHEM <strong>232</strong>, Spring 2010Slide 11<strong>Lecture</strong> <strong>12</strong>: February 18Which carbon <strong>of</strong> the alkene becomes bonded to the -OH group? Do you see a pattern here?11
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