Abstract The asymmetric construction of a quaternary fluorine‐containing stereogenic carboncenter is highly valuable for the development of fluoroine‐containing bioactive molecules. Herein, a base‐promoted, diastereoselective Mannich‐type reaction of 2‐aryloxy‐2‐fluoroketones with N ‐( tert ‐butylsulfinyl)imines has been developed. A number of the addition products featuring a fluorinated quaternary stereocarbon centre and a β‐fluoroamine structural motif have been readily obtained in good yields with moderate to good diastereoselectivities. The absolute configuration of the major diasteromer was determined by X‐ray crystallography analysis, and a closed transition‐state mode was proposed to explain the stereochemical outcome of this reaction. In addition, the addition product was efficiently converted into a α‑fluoro‐β‐amino alcohol through desulfinylation followed by reduction of the carbonyl group.

Ren‐Jie Wang

Jie Wei

Yi‐Hu Jin

Tiefeng Xu

Youcan Zhang

Ya Li

ChemistrySelect

CHEMISTRYSELECT 是来自 CHEMPUBSOC EUROPE 和 WILEY-VCH 的最新期刊。它为研究人员提供了一份高质量的社会拥有的期刊，可以在其中发表他们在所有化学领域的工作。手稿由活跃的研究人员评估，以确保它们有意义地添加到科学文献中，并且对那些被接受的人进行快速处理，以确保快速在线发表。

CHEMISTRYSELECT is a new journal published by CHEMPUBSOC EUROPE and WILEY-VCH. It provides researchers with a high-quality, society-owned platform to publish their work across all areas of chemistry. Manuscripts are evaluated by active researchers to ensure they make a meaningful contribution to the scientific literature, and accepted papers are processed quickly to ensure rapid online publication.

CHEMISTRYSELECT 是由 CHEMPUBSOC EUROPE 和 WILEY-VCH 出版的最新期刊。该期刊为研究人员提供了一个高质量的、由社会拥有的发表平台，涵盖所有化学领域的研究成果。所有提交的手稿均由活跃的研究人员进行评审，以确保其对科学文献的有意义贡献。被接受的稿件将快速处理，以确保能够迅速在线发表。

Category	Quartile
化学	4
化学, 化学综合	4

Base‐Promoted Diastereoselective Addition of 2‐Aryloxy‐2‐Fluoroketones to N‐(tert‐Butylsulfinyl)Imines

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Journal Info

Category	Quartile
CHEMISTRY, MULTIDISCIPLINARY	3