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Ag/ThioClickFerrophos catalyzed highly enantioselective 1,3-dipolar cycloaddition of azomethine ylides with alkenes

✍ Scribed by Kenta Shimizu; Kenichi Ogata; Shin-ichi Fukuzawa

Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
280 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis

A silver(I)/ThioClickFerrophos complex catalyzed the endo selective asymmetric 1,3-dipolar cycloaddition reaction of methyl N-benzylideneglycinate (the source of azomethine ylides) with a,b-unsaturated esters and maleimides to give the endo-2,4,5-and 2,3,4,5-substituted pyrrolidines in good yields with high enantioselectivities (up to 99% ee). The complex also effectively catalyzed the endo selective reactions with b-nitrostyrene to give the 4-nitropyrrolidine in a high enantioselectivity.

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ChemInform Abstract: Highly endo-Selecti
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