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

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Garcı́a Martı́nez, Antonio and Teso Vilar, Enrique and Moreno Jiménez, Florencio and Garcı́a Amo, María (2000) Enantiospecific synthesis of substituted 1-norbornanesulfonic acids and 1-norbornanesulfenic and sulfonic acid derivatives. Tetrahedron: Asymmetry, 11 (8). pp. 1709-1717. ISSN 0957-4166

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Official URL: https://doi.org/10.1016/S0957-4166(00)00122-1



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


Item Type:Article
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Received 23 November 1999; revised 22 March 2000; accepted 24 March 2000

Uncontrolled Keywords:sulfonic acids; homochiral bridgehead thiosulfonates; enantioselective catalysis
Subjects:Sciences > Chemistry > Chemistry, Organic
ID Code:71212
Deposited On:15 Sep 2022 17:37
Last Modified:15 Sep 2022 17:37

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