Titanium-Catalyzed Enantioselective Additions of Alkyl Groups to Aldehydes:  Mechanistic Studies and New Concepts in Asymmetric Catalysis

2003 ◽  
Vol 36 (10) ◽  
pp. 739-749 ◽  
Author(s):  
Patrick J. Walsh
2004 ◽  
Vol 23 (4) ◽  
pp. 906-912 ◽  
Author(s):  
Owen J. Curnow ◽  
Glen M. Fern ◽  
Michelle L. Hamilton ◽  
Achim Zahl ◽  
Rudi van Eldik

2021 ◽  
Author(s):  
Xin Gao ◽  
Joshua Turek-Herman ◽  
Young Joo Choi ◽  
Ryan Cohen ◽  
Todd Hyster

𝛼-tertiary amines are a common motif in pharmaceutically important molecules but are challenging to prepare using asymmetric catalysis. Here, we demonstrate engineered flavin-dependent ‘ene’-reductases (EREDs) can catalyze radical additions into oximes to prepare this motif. Two different EREDs were evolved into competent catalysts for this transformation with high levels of stereoselectivity. Mechanistic studies indicate that the oxime contributes to the enzyme templated CT-complex formed between the substrate and cofactor. These products can be further deri-vatized to prepare a variety of motifs, highlighting the ver-satility of ERED photoenzymatic catalysis for organic syn-thesis.


2004 ◽  
Vol 101 (15) ◽  
pp. 5379-5384 ◽  
Author(s):  
D. L. Hughes ◽  
G. C. Lloyd-Jones ◽  
S. W. Krska ◽  
L. Gouriou ◽  
V. D. Bonnet ◽  
...  

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