American Chemical Society
jo702275a_si_006.cif (18.04 kB)

Highly Diastereoselective Addition of the Lithium Enolate of α-Diazoacetoacetate to N-Sulfinyl Imines:  Enantioselective Synthesis of 2-Oxo and 3-Oxo Pyrrolidines

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posted on 2008-03-07, 00:00 authored by Changqing Dong, Fanyang Mo, Jianbo Wang
The highly enantioselective synthesis of 2-oxo and 3-oxo pyrrolidines has been achieved by diastereoselective addition of the lithium enolate of α-diazoacetoacetate to chiral N-sulfinyl imines, followed by photoinduced Wolff rearrangement or Rh(II)-catalyzed intramolecular N−H insertion.