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Synlett 2018; 29(20): 2712-2716
DOI: 10.1055/s-0037-1610302
DOI: 10.1055/s-0037-1610302
letter
Zinc-Catalyzed Synthesis of Dithioacetals through Double Hydrosulfenylation of Alkynes by Thiols
This work was supported by the Daicel Corporation.Further Information
Publication History
Received: 29 July 2018
Accepted after revision: 17 September 2018
Publication Date:
16 October 2018 (online)
Abstract
Zinc-catalyzed hydrosulfenylation of alkenes can be performed in various solvents, and the corresponding products are obtained regioselectively. Dihydrosulfenylation of alkynes with thiols can also be achieved by using a zinc catalyst, and the reaction is preferentially promoted over monohydrosulfenylation. The reaction can also give dithioacetals regioselectively in excellent yields.
Key words
hydrosulfenylation - dihydrosulfenylation - dithioacetals - zinc catalysis - alkynes - alkenesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610302.
- Supporting Information
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For selected reports on hydrosulfenylation of alkenes, see:
For selected recent papers on metal-catalyzed sulfenylations of alkynes, see:
For selected recent papers on metal-catalyzed sulfenylations of alkenes, see:
For anti-Markovnikov-type reactions, see:
For Markovnikov-type reactions, see: