Enantiospecific synthesis of substituted 1-norbornanesulfonic acids and 1-norbornanesulfenic and sulfonic acid derivatives

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2000

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Elsevier science Ltd.
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Abstract
New homochiral 1-norbornanesulfenic and sulfonic acid derivatives 2–7, as well as the sulfonic acids 8, are easily synthesised starting from 2-methylene-1-norbornylthiotriflates 1. This new class of homochiral bridgehead thiosulfonates 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
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Received 23 November 1999; revised 22 March 2000; accepted 24 March 2000
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