Ag. Martinez et al., Enantiospecific synthesis of substituted 1-norbornanesulfonic acids and 1-norbornanesulfenic and sulfonic acid derivatives, TETRAHEDR-A, 11(8), 2000, pp. 1709-1717
New homochiral l-norbornanesulfenic and sulfonic acid derivatives 2-7, as w
ell as the sulfonic acids 8, are easily synthesised starting from 2-methyle
ne-l -norbornylthiotriflates 1. This new class of homochiral bridgehead thi
osulfonates was prepared by us from naturally occurring (+)-camphor and (-)
-fenchone. Nucleophilic substitution at the sulfenyl sulfur atom is the key
step for this synthetic strategy. (C) 2000 Elsevier Science Ltd. All right
s reserved.