Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 1, Pages 233-236Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo902103z
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Funding
- Ministerio de Ciencia e Innovacion [CTQ2006-01121]
- Consejeria de Educacion de la Comunidad de Madrid, Universidad Autonoma de Madrid [CCG08-UAM/PPQ-4454]
- MICINN
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A catalytic asymmetric procedure for the 1,3-dipolar cycloaddition of (E)-beta-phenylsulfonyl enones with azomethine ylides to provide highly functionalized pyrrolidine derivatives is described. In the presence of chiral Cu-I-Segphos catalysts the aducts were obtained with high regio-, diastereo-, and enantioselectivity. Interestingly, a switch from endo to exo selectivity was observed when Segphos or DTBM-Segphos ligand was used.
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