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- Title
Sequence‐Dependent Stereodivergent Allylic Alkylation/Fluorination of Acyclic Ketones.
- Authors
Liu, Xi‐Jia; Jin, Shicheng; Zhang, Wen‐Yun; Liu, Qiang‐Qiang; Zheng, Chao; You, Shu‐Li
- Abstract
The stereodivergent iridium‐catalyzed allylic alkylation and fluorination of acyclic ketones is described. α‐Pyridyl‐α‐fluoroketones with vicinal tertiary and quaternary stereocenters were obtained in moderate to excellent yields and stereoselectivities. Distinct from known stereodivergent synthesis, for which two different chiral catalysts are required in general, herein we report a sequence‐dependent stereodivergent synthesis. With only a single chiral Ir catalyst, all four possible stereoisomers of the products were prepared from the same starting materials by simply adjusting the sequence of asymmetric allylic alkylation and fluorination and varying the absolute configuration of the Ir catalyst.
- Subjects
ALLYLIC alkylation; FLUORINATION; KETONES; STEREOISOMERS; STEREOSELECTIVE reactions
- Publication
Angewandte Chemie, 2020, Vol 132, Issue 5, p2055
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201912882