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A
straightforward and high-yie
lding acce
ss to variou
s [2.2]paracyc
lophane
s po
sse
ssing a
su
lfur-ba
sed functiona
l group i
s reported, the key
step being a S
EAr reaction mediated by a
su
lfonium
sa
lt. The ver
sati
lity of the methodo
logy wa
s exemp
lified by an origina
l app
lication in
su
lfenate
sa
lt chemi
stry, from which a remarkab
le chira
lity tran
sfer wa
s ob
served.