A New Chiral Organosulfur Catalyst for Highly Stereoselective Synthesis of Epoxides
A new chrial organosulfide was synthesized through an unexpected Wagner–Meerwein rearrangement. This organosulfide could catalyze the epoxidation reaction of various aromatic aldehydes smoothly with benzyl bromide to give trans‐diaryl epoxides in satisfactory yields (60–84%) with excellent diastereo...
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| Veröffentlicht in: | Advanced synthesis & catalysis 2008-11, Vol.350 (16), p.2483-2487 |
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| container_end_page | 2487 |
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| container_issue | 16 |
| container_start_page | 2483 |
| container_title | Advanced synthesis & catalysis |
| container_volume | 350 |
| creator | Gui, Yuan Li, Jian Guo, Chang‐Shan Li, Xin‐Liang Lu, Zhi‐Feng Huang, Zhi‐Zhen |
| description | A new chrial organosulfide was synthesized through an unexpected Wagner–Meerwein rearrangement. This organosulfide could catalyze the epoxidation reaction of various aromatic aldehydes smoothly with benzyl bromide to give trans‐diaryl epoxides in satisfactory yields (60–84%) with excellent diastereoselectivities (trans:cis=95:5–100:0) and good to excellent enantioselectivities (86–96% ee). |
| doi_str_mv | 10.1002/adsc.200800453 |
| format | Article |
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This organosulfide could catalyze the epoxidation reaction of various aromatic aldehydes smoothly with benzyl bromide to give trans‐diaryl epoxides in satisfactory yields (60–84%) with excellent diastereoselectivities (trans:cis=95:5–100:0) and good to excellent enantioselectivities (86–96% ee).</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.200800453</identifier><language>eng</language><publisher>Weinheim: WILEY‐VCH Verlag</publisher><subject>chiral organosulfides ; diastereoselectivity ; enantioselectivity ; epoxidation ; organocatalysis</subject><ispartof>Advanced synthesis & catalysis, 2008-11, Vol.350 (16), p.2483-2487</ispartof><rights>Copyright © 2008 WILEY‐VCH Verlag GmbH & Co. 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| ispartof | Advanced synthesis & catalysis, 2008-11, Vol.350 (16), p.2483-2487 |
| issn | 1615-4150 1615-4169 |
| language | eng |
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| source | Wiley Online Library |
| subjects | chiral organosulfides diastereoselectivity enantioselectivity epoxidation organocatalysis |
| title | A New Chiral Organosulfur Catalyst for Highly Stereoselective Synthesis of Epoxides |
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