Reactions of Alkenyl Fischer Carbene Complexes with Ketene Acetals: Formation of Alkynes
Alkenyl Fischer carbene complexes with an isopropoxy group on the carbene carbon will react with ketene acetals by 1,4‐addition to give a zwitterionic intermediate, which undergoes subsequent internal isopropoxide transfer to generate a vinylidene complex. Either a hydrogen or phenyl group on the vi...
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| Veröffentlicht in: | European Journal of Organic Chemistry 2006-12, Vol.2006 (23), p.5219-5224 |
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| container_end_page | 5224 |
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| container_issue | 23 |
| container_start_page | 5219 |
| container_title | European Journal of Organic Chemistry |
| container_volume | 2006 |
| creator | Wang, Siu Ling B. Liu, Xuejun Ruiz, Miriam C. Gopalsamuthiram, Vijay Wulff, William D. |
| description | Alkenyl Fischer carbene complexes with an isopropoxy group on the carbene carbon will react with ketene acetals by 1,4‐addition to give a zwitterionic intermediate, which undergoes subsequent internal isopropoxide transfer to generate a vinylidene complex. Either a hydrogen or phenyl group on the vinylidene carbon will undergo a formal 1,2‐migration to give 4‐pentynoate esters after hydrolysis of the intermediate orthoester. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) |
| doi_str_mv | 10.1002/ejoc.200600672 |
| format | Article |
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| fulltext | fulltext |
| identifier | ISSN: 1434-193X |
| ispartof | European Journal of Organic Chemistry, 2006-12, Vol.2006 (23), p.5219-5224 |
| issn | 1434-193X 1099-0690 |
| language | eng |
| recordid | cdi_crossref_primary_10_1002_ejoc_200600672 |
| source | Wiley Journals |
| subjects | Fischer carbene complex Ketene acetal Michael addition Rearrangement Vinylidene complex |
| title | Reactions of Alkenyl Fischer Carbene Complexes with Ketene Acetals: Formation of Alkynes |
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