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Intermole
cular additions of the O-H bonds of phenols and al
cohols and the N-H bonds of sulfonamides and benzamide to olefins
catalyzedby 1 mol % of trifli
c a
cid and studies to define the relationship between these rea
ctions and those
catalyzed by metal triflates are reported.Cy
clization of an al
cohol
containing pendant monosubstituted and trisubstituted olefins
catalyzed by either trifli
c a
cid or metal triflates formprodu
cts from addition to the more substituted olefin, and additions of tosylamide
catalyzed by trifli
c a
cid or metal triflates form indistinguishableratios of the two
N-alkyl sulfonamides.