期刊
GREEN CHEMISTRY
卷 21, 期 3, 页码 634-639出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8gc03671c
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资金
- Hubei Key Laboratory of Natural Products Research and Development, China Three Gorges University [NPRD 2018007]
- Yichang Humanwell Pharmaceutical Co., Ltd. [SDHZ2017032]
A highly enantioselective synthesis of beta-hydroxysulfones from inexpensive and readily available terminal alkynes and sodium sulfinates via a consecutive one-pot reaction in an aqueous medium under mild conditions is described. The intermediates, beta-keto sulfones, generated from an aerobic oxysulfonylation of terminal alkynes and sodium sulfinates catalyzed by an iron salt in MeOH/H2O (v : v = 3 : 1) at 50 degrees C, were subsequently reduced by a Ru-catalyzed asymmetric transfer hydrogenation with HCOONa as a hydrogen source. A variety of chiral beta-hydroxysulfones were obtained in good yields and up to 99.9% ee values. This one-pot process could be easily scaled up for gram-scale synthesis.
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