Enantioselective De Novo Synthesis of α,α‐Diaryl Ketones from Alkynes

Abstract: Chiral α,α‐diaryl ketones are structural motifs commonly present in bioactive molecules, and they are also valuable building blocks in synthetic organic chemistry. However, catalytic asymmetric synthesis of α,α‐diaryl ketones bearing a tertiary stereogenic center remains largely unsolved. Herein, we report a catalytic de novo enantioselective synthesis of α,α‐diaryl ketones from simple alkynes via chiral phosphoric acid (CPA) catalysis. A broad range of enolizable α,α‐diaryl ketones are prepared in good yields and with excellent enantioselectivities. The described protocol also serves as an efficient deuteration method for the preparation of enantiomerically enriched deuterated α,α‐diaryl ketones. Using the methodology reported, bioactive molecules, including one of the best‐selling anti‐breast cancer drugs, tamoxifen, are readily synthesized.

Object Details

• Location: Deutsche Nationalbibliothek Frankfurt am Main
• Extent: Online-Ressource
• Language: Englisch

References and Relationships

• Bibliographic citation: Enantioselective De Novo Synthesis of α,α‐Diaryl Ketones from Alkynes ; day:28 ; month:09 ; year:2023 ; extent:7 ; Angewandte Chemie ; (28.09.2023) (gesamt 7)

Contributors, Places and Time

• Creator: Zhou, Xueting ; Huang, Qingqin ; Guo, Jiami ; Dai, Lei ; Lu, Yixin

Further information

• DOI: 10.1002/ange.202310078
• URN: urn:nbn:de:101:1-2023092815103030465625
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Last update: 14.08.2025, 10:46 AM CEST