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- Title
Highly Regio- and Diastereoselective Addition of Organolithium Reagents to Chiral Fluoroalkyl α,β-Unsaturated N- tert-Butanesulfinyl Ketimines: A General and Efficient Access to α-Tertiary Fluoroalkyl Allylic Amines and α-Fluoroalkyl α-Amino Acids
- Authors
Liu, Peng; Liu, Zhen ‐ Jiang; Wu, Fanhong
- Abstract
Highly regio- and diastereoselective 1,2-addition of organolithium reagents to chiral fluoroalkyl α,β-unsaturated N- tert-butanesulfinyl ketimines was developed, providing a general and efficient method for the asymmetric synthesis of structurally diverse α-tertiary fluoroalkyl allylic amines in high yields and with excellent diastereoselectivities (dr up to>99:1). The synthetic application of the method was demonstrated by the rapid and convenient preparation of challenging α-fluoroalkyl α-amino acids with α-tetrasubstituted carbon.
- Subjects
ORGANOLITHIUM compounds; FLUOROALKYL compounds; IMINES; AMINES; CHEMICAL reagents
- Publication
Advanced Synthesis & Catalysis, 2015, Vol 357, Issue 4, p818
- ISSN
1615-4150
- Publication type
Other
- DOI
10.1002/adsc.201400992