期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 -, 期 -, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202310078
关键词
Alkyne Functionalization; Chiral Ketones; Chiral Phosphoric Acid; Tertiary Stereocenters; & alpha;,& alpha;-Diaryl Ketones
This study reports a simple and efficient method for the enantioselective synthesis of chiral α,α-diaryl ketones using chiral phosphoric acid catalysis, which also serves as an efficient method for the preparation of enantiomerically enriched deuterated α,α-diaryl ketones. This methodology is of great significance for the synthesis of bioactive molecules.
Chiral a,a-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 a,a-diaryl ketones bearing a tertiary stereogenic center remains largely unsolved. Herein, we report a catalytic de novo enantioselective synthesis of a,a-diaryl ketones from simple alkynes via chiral phosphoric acid (CPA) catalysis. A broad range of enolizable a,a-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 a,a-diaryl ketones. Using the methodology reported, bioactive molecules, including one of the best-selling anti-breast cancer drugs, tamoxifen, are readily synthesized.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据