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Palladium-Catalyzed Decarboxylative Alkynylation of alpha-Acyloxyketones by C(sp(3))-O Bond Cleavage
| Title: | Palladium-Catalyzed Decarboxylative Alkynylation of alpha-Acyloxyketones by C(sp(3))-O Bond Cleavage |
| Authors: | Doi, Ryohei Browse this author | | Yabuta, Akimasa Browse this author | | Sato, Yoshihiro Browse this author →KAKEN DB |
| Keywords: | alkynylation | | decarboxylation | | enolates | | ketones | | palladium |
| Issue Date: | 23-Apr-2019 |
| Publisher: | Wiley-Blackwell |
| Journal Title: | Chemistry-A European journal |
| Volume: | 25 |
| Issue: | 23 |
| Start Page: | 5884 |
| End Page: | 5888 |
| Publisher DOI: | 10.1002/chem.201900582 |
| Abstract: | Palladium-catalyzed decarboxylative alkynylation of alpha-acyloxyketones triggered by C(sp(3))-O bond cleavage is disclosed. The decarboxylation strategy featuring a neutral reaction condition enabled an unprecedent catalytic alkynylation of a ketone enolate. The reaction was applied to a variety of substrates, giving desired products in good yields. We successfully obtained X-ray crystallography of a new palladium-enolate intermediate that was synthesized by a reaction of [Pd(cod)(CH2TMS)(2)] with XPhos and alpha-acyloxyketone at room temperature, indicating facile C(sp(3))-O bond disconnection. |
| Rights: | This is the peer-reviewed version of the following article: https://onlinelibrary.wiley.com/doi/full/10.1002/chem.201900582, which has been published in final form at 10.1002/chem.201900582. This article may be used for non-commercial purposes in accordance with Wiley-VCH Terms and Conditions for Self-Archiving. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/77644 |
| Appears in Collections: | 薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 土井 良平
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