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Unformatted text preview: that we recently learned about a new powerful leaving group, -O-SO2-G; ...-OTs (tosylate leaving group) is the most common). With OH-nucleophile ... use 1 o substrate. With H 2 O nucleophile, one can use 1 o or 2 o substrate. b. Acid-catalyzed addition of H 2 O. Disadvantage: rearrangement of carbocation intermediate can occur c. Oxymercuration – demercuration of alkenes d. Hydroboration-oxidation of alkenes. Addition of B-H is concerted, SYN. Replacement of B by OH involves retention of configuration of carbon...
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- Fall '08
- Organic chemistry, CH3 CH3 OH, Cl C. OH, OH A. CH3CH2CH2-OH