Journal
ORGANIC LETTERS
Volume 12, Issue 8, Pages 1752-1755Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol100336q
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- Chuo University
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A silver(I)/ThioClickFerrophos complex catalyzed the highly endo-selective asymmetric 1,3-dipolar cycloaddition reaction of methyl N-benzylideneglycinate (the source of azomethine ylides) with (E)-acyclic alpha-enones having an endolexo ratio of 90/10 to 99/1. The highly functionalized endo-4-acyl pyrrolidines were obtained in good yields with high enantioselectivities (up to 98% ee). The complex also effectively catalyzed endo-selective reactions with 2-cyclopentenone to give the endo-bicyclic pyrrolidine in high enantioselectivity.
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