Construction of Eight-Membered Carbocycles with Trisubstituted Double Bonds Using the Ring Closing Metathesis Reaction
Medium sized carbocycles are particularly difficult to synthesize. Ring closing metathesis reactions (RCM) have recently been applied to construct eight-membered carbocycles, but trisubstituted double bonds in the eight-membered rings are more difficult to produce using RCM reactions. In this review...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2010-06-01
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| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/15/6/4242/ |
| _version_ | 1811320681001910272 |
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| author | Motoo Tori Reiko Mizutani |
| author_facet | Motoo Tori Reiko Mizutani |
| author_sort | Motoo Tori |
| collection | DOAJ |
| description | Medium sized carbocycles are particularly difficult to synthesize. Ring closing metathesis reactions (RCM) have recently been applied to construct eight-membered carbocycles, but trisubstituted double bonds in the eight-membered rings are more difficult to produce using RCM reactions. In this review, model examples and our own results are cited and the importance of the preparation of suitably designed precursors is discussed. Examples of RCM reactions used in the total synthesis of natural products are also outlined. |
| first_indexed | 2024-04-13T13:04:50Z |
| format | Article |
| id | doaj.art-073cbe789c00419a829c82422a3e0cf1 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-13T13:04:50Z |
| publishDate | 2010-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-073cbe789c00419a829c82422a3e0cf12022-12-22T02:45:49ZengMDPI AGMolecules1420-30492010-06-011564242426010.3390/molecules15064242Construction of Eight-Membered Carbocycles with Trisubstituted Double Bonds Using the Ring Closing Metathesis ReactionMotoo ToriReiko MizutaniMedium sized carbocycles are particularly difficult to synthesize. Ring closing metathesis reactions (RCM) have recently been applied to construct eight-membered carbocycles, but trisubstituted double bonds in the eight-membered rings are more difficult to produce using RCM reactions. In this review, model examples and our own results are cited and the importance of the preparation of suitably designed precursors is discussed. Examples of RCM reactions used in the total synthesis of natural products are also outlined.http://www.mdpi.com/1420-3049/15/6/4242/ring closing metathesiseight-membered carbocyclessynthesis |
| spellingShingle | Motoo Tori Reiko Mizutani Construction of Eight-Membered Carbocycles with Trisubstituted Double Bonds Using the Ring Closing Metathesis Reaction Molecules ring closing metathesis eight-membered carbocycles synthesis |
| title | Construction of Eight-Membered Carbocycles with Trisubstituted Double Bonds Using the Ring Closing Metathesis Reaction |
| title_full | Construction of Eight-Membered Carbocycles with Trisubstituted Double Bonds Using the Ring Closing Metathesis Reaction |
| title_fullStr | Construction of Eight-Membered Carbocycles with Trisubstituted Double Bonds Using the Ring Closing Metathesis Reaction |
| title_full_unstemmed | Construction of Eight-Membered Carbocycles with Trisubstituted Double Bonds Using the Ring Closing Metathesis Reaction |
| title_short | Construction of Eight-Membered Carbocycles with Trisubstituted Double Bonds Using the Ring Closing Metathesis Reaction |
| title_sort | construction of eight membered carbocycles with trisubstituted double bonds using the ring closing metathesis reaction |
| topic | ring closing metathesis eight-membered carbocycles synthesis |
| url | http://www.mdpi.com/1420-3049/15/6/4242/ |
| work_keys_str_mv | AT motootori constructionofeightmemberedcarbocycleswithtrisubstituteddoublebondsusingtheringclosingmetathesisreaction AT reikomizutani constructionofeightmemberedcarbocycleswithtrisubstituteddoublebondsusingtheringclosingmetathesisreaction |