Cascade Approach to Stereoselective Polycyclic Ether Formation: Epoxides as Trapping Agents in the Transposition of Allylic Alcohols
Complexity from simplicity: Polycyclic ethers are synthesized by cascade reactions involving the use of epoxides as electrophilic traps in the transposition of allylic alcohols. Stereogenic centers are created by functionalizing prochiral sites under thermodynamic control, and remote stereoinduction...
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| Veröffentlicht in: | Angewandte Chemie International Edition 2013-01, Vol.52 (2), p.625-628 |
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| container_end_page | 628 |
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| container_issue | 2 |
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| container_title | Angewandte Chemie International Edition |
| container_volume | 52 |
| creator | Xie, Youwei Floreancig, Paul E. |
| description | Complexity from simplicity: Polycyclic ethers are synthesized by cascade reactions involving the use of epoxides as electrophilic traps in the transposition of allylic alcohols. Stereogenic centers are created by functionalizing prochiral sites under thermodynamic control, and remote stereoinduction can be achieved through the use of ketones as conduits. |
| doi_str_mv | 10.1002/anie.201208132 |
| format | Article |
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KGaA, Weinheim</rights><rights>Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><rights>Copyright © 2013 WILEY-VCH Verlag GmbH & Co. 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| fulltext | fulltext |
| identifier | ISSN: 1433-7851 |
| ispartof | Angewandte Chemie International Edition, 2013-01, Vol.52 (2), p.625-628 |
| issn | 1433-7851 1521-3773 |
| language | eng |
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| source | Wiley-Blackwell Journals; MEDLINE |
| subjects | Alcohols cascade reactions Cascades Catalysis Conduits Epoxy Compounds - chemistry Ethers Ethers, Cyclic - chemical synthesis Ethers, Cyclic - chemistry Formations isomerization Ketones Molecular Structure oxygen heterocycles Polycyclic Compounds - chemical synthesis Polycyclic Compounds - chemistry Propanols - chemical synthesis Propanols - chemistry rearrangement Stereoisomerism stereoselectivity Thermodynamics Trapping |
| title | Cascade Approach to Stereoselective Polycyclic Ether Formation: Epoxides as Trapping Agents in the Transposition of Allylic Alcohols |
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