Enantioselective syntheses of bicyclic lactams based on iridium-catalyzed asymmetric allylic substitution and Heck cyclization
A sequence of reactions that include an iridium-catalyzed regio- and enantioselective allylic amination, the formation of an amide, a ruthenium-catalyzed ring-closing metathesis, and an intramolecular Heck reaction allows for the preparation of [3,3,1]- and [4,3,1]-bicyclic amides. The target compou...
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| Main Authors: | , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
February 12, 2014
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| In: |
European journal of organic chemistry
Year: 2014, Issue: 11, Pages: 2242-2252 |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.201301813 |
| Online Access: | Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1002/ejoc.201301813 Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201301813 |
| Author Notes: | Gedu Satyanarayana and Günter Helmchen |
| Summary: | A sequence of reactions that include an iridium-catalyzed regio- and enantioselective allylic amination, the formation of an amide, a ruthenium-catalyzed ring-closing metathesis, and an intramolecular Heck reaction allows for the preparation of [3,3,1]- and [4,3,1]-bicyclic amides. The target compounds have a nitrogen atom at the bridgehead, a nonplanar amide moiety, and a stereogenic center at the one-carbon bridge. |
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| Item Description: | Gesehen am 31.07.2020 |
| Physical Description: | Online Resource |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.201301813 |