Total synthesis of (+)-cis-sylvaticin: double oxidative cyclization reactions catalyzed by osmium.
The double oxidative cyclization of dienes is a viable procedure for making complex natural products containing cis-THF units. A double deprotection/double oxidative cyclization strategy using catalytic osmium tetroxide was used to construct the bisheterocyclic core of cis-sylvaticin and ultimately...
| Main Authors: | , , , |
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| Format: | Journal article |
| Language: | English |
| Published: |
2006
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| _version_ | 1797082787604332544 |
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| author | Donohoe, T Harris, R Burrows, J Parker, J |
| author_facet | Donohoe, T Harris, R Burrows, J Parker, J |
| author_sort | Donohoe, T |
| collection | OXFORD |
| description | The double oxidative cyclization of dienes is a viable procedure for making complex natural products containing cis-THF units. A double deprotection/double oxidative cyclization strategy using catalytic osmium tetroxide was used to construct the bisheterocyclic core of cis-sylvaticin and ultimately confirm its structure. The natural product was then prepared by a short sequence of reactions that is exceptionally concise: the final route being just 13 linear steps and 19 chemical operations in total. |
| first_indexed | 2024-03-07T01:32:48Z |
| format | Journal article |
| id | oxford-uuid:9429707c-384b-41a0-867f-c11808260b4b |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T01:32:48Z |
| publishDate | 2006 |
| record_format | dspace |
| spelling | oxford-uuid:9429707c-384b-41a0-867f-c11808260b4b2022-03-26T23:37:29ZTotal synthesis of (+)-cis-sylvaticin: double oxidative cyclization reactions catalyzed by osmium.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:9429707c-384b-41a0-867f-c11808260b4bEnglishSymplectic Elements at Oxford2006Donohoe, THarris, RBurrows, JParker, JThe double oxidative cyclization of dienes is a viable procedure for making complex natural products containing cis-THF units. A double deprotection/double oxidative cyclization strategy using catalytic osmium tetroxide was used to construct the bisheterocyclic core of cis-sylvaticin and ultimately confirm its structure. The natural product was then prepared by a short sequence of reactions that is exceptionally concise: the final route being just 13 linear steps and 19 chemical operations in total. |
| spellingShingle | Donohoe, T Harris, R Burrows, J Parker, J Total synthesis of (+)-cis-sylvaticin: double oxidative cyclization reactions catalyzed by osmium. |
| title | Total synthesis of (+)-cis-sylvaticin: double oxidative cyclization reactions catalyzed by osmium. |
| title_full | Total synthesis of (+)-cis-sylvaticin: double oxidative cyclization reactions catalyzed by osmium. |
| title_fullStr | Total synthesis of (+)-cis-sylvaticin: double oxidative cyclization reactions catalyzed by osmium. |
| title_full_unstemmed | Total synthesis of (+)-cis-sylvaticin: double oxidative cyclization reactions catalyzed by osmium. |
| title_short | Total synthesis of (+)-cis-sylvaticin: double oxidative cyclization reactions catalyzed by osmium. |
| title_sort | total synthesis of cis sylvaticin double oxidative cyclization reactions catalyzed by osmium |
| work_keys_str_mv | AT donohoet totalsynthesisofcissylvaticindoubleoxidativecyclizationreactionscatalyzedbyosmium AT harrisr totalsynthesisofcissylvaticindoubleoxidativecyclizationreactionscatalyzedbyosmium AT burrowsj totalsynthesisofcissylvaticindoubleoxidativecyclizationreactionscatalyzedbyosmium AT parkerj totalsynthesisofcissylvaticindoubleoxidativecyclizationreactionscatalyzedbyosmium |