Catalytic Enantioselective Addition of Alkylzirconium Reagents to Aliphatic Aldehydes
A catalytic methodology for the enantioselective addition of alkylzirconium reagents to aliphatic aldehydes is reported here. The versatile and readily accessible chiral Ph-BINMOL ligand, in the presence of Ti(O<i><sup>i</sup></i>Pr)<sub>4</sub> and a zinc salt, f...
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| Format: | Article |
| Language: | English |
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MDPI AG
2021-07-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/26/15/4471 |
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| author | Jade Vaccari María José González-Soria Nicholas Carter Beatriz Maciá |
| author_facet | Jade Vaccari María José González-Soria Nicholas Carter Beatriz Maciá |
| author_sort | Jade Vaccari |
| collection | DOAJ |
| description | A catalytic methodology for the enantioselective addition of alkylzirconium reagents to aliphatic aldehydes is reported here. The versatile and readily accessible chiral Ph-BINMOL ligand, in the presence of Ti(O<i><sup>i</sup></i>Pr)<sub>4</sub> and a zinc salt, facilitates the reaction, which proceeds under mild conditions and is compatible with functionalized nucleophiles. The alkylzirconium reagents are conveniently generated in situ by hydrozirconation of alkenes with the Schwartz reagent. This work is a continuation of our previous work on aromatic aldehydes. |
| first_indexed | 2024-03-10T09:10:44Z |
| format | Article |
| id | doaj.art-09f4f7cc047a4b8f8b2cf5b4c230148f |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T09:10:44Z |
| publishDate | 2021-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-09f4f7cc047a4b8f8b2cf5b4c230148f2023-11-22T05:58:35ZengMDPI AGMolecules1420-30492021-07-012615447110.3390/molecules26154471Catalytic Enantioselective Addition of Alkylzirconium Reagents to Aliphatic AldehydesJade Vaccari0María José González-Soria1Nicholas Carter2Beatriz Maciá3Division of Chemistry & Environmental Science, Manchester Metropolitan University, Oxford Road, Manchester M1 5GD, UKDivision of Chemistry & Environmental Science, Manchester Metropolitan University, Oxford Road, Manchester M1 5GD, UKDivision of Chemistry & Environmental Science, Manchester Metropolitan University, Oxford Road, Manchester M1 5GD, UKDivision of Chemistry & Environmental Science, Manchester Metropolitan University, Oxford Road, Manchester M1 5GD, UKA catalytic methodology for the enantioselective addition of alkylzirconium reagents to aliphatic aldehydes is reported here. The versatile and readily accessible chiral Ph-BINMOL ligand, in the presence of Ti(O<i><sup>i</sup></i>Pr)<sub>4</sub> and a zinc salt, facilitates the reaction, which proceeds under mild conditions and is compatible with functionalized nucleophiles. The alkylzirconium reagents are conveniently generated in situ by hydrozirconation of alkenes with the Schwartz reagent. This work is a continuation of our previous work on aromatic aldehydes.https://www.mdpi.com/1420-3049/26/15/4471alkenesSchwartz reagentenantioselective catalysistitanium-diol complexaliphatic aldehydes |
| spellingShingle | Jade Vaccari María José González-Soria Nicholas Carter Beatriz Maciá Catalytic Enantioselective Addition of Alkylzirconium Reagents to Aliphatic Aldehydes Molecules alkenes Schwartz reagent enantioselective catalysis titanium-diol complex aliphatic aldehydes |
| title | Catalytic Enantioselective Addition of Alkylzirconium Reagents to Aliphatic Aldehydes |
| title_full | Catalytic Enantioselective Addition of Alkylzirconium Reagents to Aliphatic Aldehydes |
| title_fullStr | Catalytic Enantioselective Addition of Alkylzirconium Reagents to Aliphatic Aldehydes |
| title_full_unstemmed | Catalytic Enantioselective Addition of Alkylzirconium Reagents to Aliphatic Aldehydes |
| title_short | Catalytic Enantioselective Addition of Alkylzirconium Reagents to Aliphatic Aldehydes |
| title_sort | catalytic enantioselective addition of alkylzirconium reagents to aliphatic aldehydes |
| topic | alkenes Schwartz reagent enantioselective catalysis titanium-diol complex aliphatic aldehydes |
| url | https://www.mdpi.com/1420-3049/26/15/4471 |
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