Thia-Prins Bicyclization Approach for the Stereoselective Synthesis of Dithia- and Azathia-Bicycles
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https://figshare.com/articles/dataset/Thia_Prins_Bicyclization_Approach_for_the_Stereoselective_Synthesis_of_Dithia_and_Azathia_Bicycles/2403082
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资源简介:
A novel
thia-Prins bicyclization approach has been developed for
the first time for the synthesis of hexahydro-2H-thieno[3,2-c]thiopyran derivatives from the coupling of homoallylic
mercaptans such as hex-3-ene-1,6-dithiol with various aldehydes using
10 mol % InBr3 in dichloromethane with high selectivity.
In addition, the coupling of (E)-N-(6-mercaptohex-3-enyl)-4-methylbenzenesulfonamide with aldedydes
affords the corresponding N-tosyloctahydrothiopyrano[4,3-b]pyrrole derivatives in good yields. This reaction is a
stereoselective affording trans-fused product from E-homoallyllic mercaptan and cis-fused
product from Z-homoallyllic mercaptan.
创建时间:
2016-02-19



