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A Phosphine-Catalyzed [3 + 2] Annulation Reaction of Modified Allylic Compounds and N-Tosylimines

Suqing Zheng and Xiyan Lu*

*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai, 200032, China, Email:

S. Zheng, X. Lu, Org. Lett., 2008, 10, 4481-4484.

DOI: 10.1021/ol801661y

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A phosphine-catalyzed annulation of modified allylic ylides with various aromatic imines gives 3-pyrrolines in moderate to very good yield. The presence of a substituent (R) in the allylic compound is crucial for this reaction.

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proposed mechanism

Key Words

3-Pyrrolines, Organocatalysis

ID: J54-Y2008-2900