A catalytic enantioselective stereodivergent aldol reaction
The aldol reaction is among the most powerful and strategically important carbon–carbon bond–forming transformations in organic chemistry. The importance of the aldol reaction in constructing chiral building blocks for complex small-molecule synthesis has spurred continuous efforts toward the develo...
محفوظ في:
| المؤلف الرئيسي: | |
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| مؤلفون آخرون: | , , , |
| منشور في: |
2023
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| الوصول للمادة أونلاين: | https://depot.sorbonne.ae/handle/20.500.12458/1395 |
| الوسوم: |
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| _version_ | 1857415063123525632 |
|---|---|
| author | Rahman, Md. Ataur |
| author2 | Cellnik, Torsten Ahuja, Brij Bhushan Li, Liang Healy, Alan R. |
| author2_role | author author author author |
| author_facet | Rahman, Md. Ataur Cellnik, Torsten Ahuja, Brij Bhushan Li, Liang Healy, Alan R. |
| author_role | author |
| dc.creator.none.fl_str_mv | Rahman, Md. Ataur Cellnik, Torsten Ahuja, Brij Bhushan Li, Liang Healy, Alan R. |
| dc.date.none.fl_str_mv | 2023-04-26T05:04:53Z 2023-04-26T05:04:53Z 2023 |
| dc.format.none.fl_str_mv | application/pdf |
| dc.identifier.none.fl_str_mv | 2375-2548 https://depot.sorbonne.ae/handle/20.500.12458/1395 10.1126/sciadv.adg8776 |
| dc.language.none.fl_str_mv | en |
| dc.relation.none.fl_str_mv | Science Advances |
| dc.title.none.fl_str_mv | A catalytic enantioselective stereodivergent aldol reaction |
| dc.type.none.fl_str_mv | Controlled Vocabulary for Resource Type Genres::text::periodical::journal::contribution to journal::journal article |
| description | The aldol reaction is among the most powerful and strategically important carbon–carbon bond–forming transformations in organic chemistry. The importance of the aldol reaction in constructing chiral building blocks for complex small-molecule synthesis has spurred continuous efforts toward the development of direct catalytic variants. The realization of a general catalytic aldol reaction with control over both the relative and absolute configurations of the newly formed stereogenic centers has been a longstanding goal in the field. Here, we report a decarboxylative aldol reaction that provides access to all four possible stereoisomers of the aldol product in one step from identical reactants. The mild reaction can be carried out on a large scale in an open flask, and generates CO2 as the only by-product. The method tolerates a broad substrate scope and generates chiral β-hydroxy thioester products with substantial downstream utility. |
| id | sorbonner_30aaa7b58827f8c45b65ed3e970ad36d |
| identifier_str_mv | 2375-2548 10.1126/sciadv.adg8776 |
| language_invalid_str_mv | en |
| network_acronym_str | sorbonner |
| network_name_str | Sorbonne University Abu Dhabi repository |
| oai_identifier_str | oai:depot.sorbonne.ae:20.500.12458/1395 |
| publishDate | 2023 |
| repository.mail.fl_str_mv | |
| repository.name.fl_str_mv | |
| repository_id_str | |
| spelling | A catalytic enantioselective stereodivergent aldol reactionRahman, Md. AtaurCellnik, TorstenAhuja, Brij BhushanLi, LiangHealy, Alan R.The aldol reaction is among the most powerful and strategically important carbon–carbon bond–forming transformations in organic chemistry. The importance of the aldol reaction in constructing chiral building blocks for complex small-molecule synthesis has spurred continuous efforts toward the development of direct catalytic variants. The realization of a general catalytic aldol reaction with control over both the relative and absolute configurations of the newly formed stereogenic centers has been a longstanding goal in the field. Here, we report a decarboxylative aldol reaction that provides access to all four possible stereoisomers of the aldol product in one step from identical reactants. The mild reaction can be carried out on a large scale in an open flask, and generates CO2 as the only by-product. The method tolerates a broad substrate scope and generates chiral β-hydroxy thioester products with substantial downstream utility.2023-04-26T05:04:53Z2023-04-26T05:04:53Z2023Controlled Vocabulary for Resource Type Genres::text::periodical::journal::contribution to journal::journal articleapplication/pdf2375-2548https://depot.sorbonne.ae/handle/20.500.12458/139510.1126/sciadv.adg8776enScience Advancesoai:depot.sorbonne.ae:20.500.12458/13952023-06-14T09:33:16Z |
| spellingShingle | A catalytic enantioselective stereodivergent aldol reaction Rahman, Md. Ataur |
| title | A catalytic enantioselective stereodivergent aldol reaction |
| title_full | A catalytic enantioselective stereodivergent aldol reaction |
| title_fullStr | A catalytic enantioselective stereodivergent aldol reaction |
| title_full_unstemmed | A catalytic enantioselective stereodivergent aldol reaction |
| title_short | A catalytic enantioselective stereodivergent aldol reaction |
| title_sort | A catalytic enantioselective stereodivergent aldol reaction |
| url | https://depot.sorbonne.ae/handle/20.500.12458/1395 |