Iridium-catalyzed asymmetric allylation of sodium triisopropylsilanethiolate: a new way to form chiral thiols |
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Authors: | Huang Weiqing Zheng Shengcai Tang Jialiang Zhao Xiaoming |
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Institution: | Department of Chemistry, Tongji University, Shanghai, 200092, P.R. China. |
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Abstract: | The iridium phosphoramidite complex-promoted regio- and enantioselective reaction of allylic carbonates with sodium triisopropylsilanethiolate produced allylic sulfides in 40-77% yields with up to 97 : 3 (branched?:?linear) and 89% ee, which were readily transformed into chiral thiol in 68% yield with 87% ee or disulfides with two chiral C-S bond centers in 40-73% yields with up to 90 : 10 dr and 99% ee. |
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