a convenient procedure for the catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides...

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2006 Pyrrole derivatives R 0120 A Convenient Procedure for the Catalytic Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylides and Alkenes. — The reaction is catalyzed by silver fluoride and commercially available dihydrocinchonine. The cycloadditions proceed with high endo diastereoselectivity and fair enantioselectivity to give proline derivatives bearing two ester groups. The reactions do not require special precautions with regard to drying, degasifying solvents, or using an inert atmosphere. — (ALEMPARTE, C.; BLAY, G.; JOERGENSEN*, K. A.; Org. Lett. 7 (2005) 21, 4569-4572; Dep. Chem., Univ. Aarhus, DK-8000 Aarhus, Den.; Eng.) — Bartels 08- 090

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Page 1: A Convenient Procedure for the Catalytic Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylides and Alkenes

2006

Pyrrole derivativesR 0120 A Convenient Procedure for the Catalytic Asymmetric 1,3-Dipolar Cycloaddition

of Azomethine Ylides and Alkenes. — The reaction is catalyzed by silver fluoride and commercially available dihydrocinchonine. The cycloadditions proceed with high endo diastereoselectivity and fair enantioselectivity to give proline derivatives bearing two ester groups. The reactions do not require special precautions with regard to drying, degasifying solvents, or using an inert atmosphere. — (ALEMPARTE, C.; BLAY, G.; JOERGENSEN*, K. A.; Org. Lett. 7 (2005) 21, 4569-4572; Dep. Chem., Univ. Aarhus, DK-8000 Aarhus, Den.; Eng.) — Bartels

08- 090