Paper
Highly diastereoselective addition of the lithium enolate of alpha-diazoacetoacetate to N-sulfinyl imines: enantioselective synthesis of 2-oxo and 3-oxo pyrrolidines.
Published Feb 12, 2008 · Changqing Dong, F. Mo, J. Wang
The Journal of organic chemistry
36
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Abstract
The highly enantioselective synthesis of 2-oxo and 3-oxo pyrrolidines has been achieved by diastereoselective addition of the lithium enolate of alpha-diazoacetoacetate to chiral N-sulfinyl imines, followed by photoinduced Wolff rearrangement or Rh(II)-catalyzed intramolecular N-H insertion.
This method allows for the highly enantioselective synthesis of 2-oxo and 3-oxo pyrrolidines, with potential applications in pharmaceuticals and nutraceuticals.
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