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Issue 12, 2003
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Intramolecular carbolithiation reactions for the preparation of 3-alkenylpyrrolidines

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Abstract

Tin–lithium exchange allows the formation of α-amino-organolithium species that undergo anionic cyclization onto allylic ethers to give 3-alkenylpyrrolidines. The methodology has been applied to the synthesis of an advanced intermediate related to the natural product (–)-α-kainic acid.

Graphical abstract: Intramolecular carbolithiation reactions for the preparation of 3-alkenylpyrrolidines

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Publication details

The article was received on 03 Apr 2003, accepted on 01 May 2003 and first published on 14 May 2003


Article type: Paper
DOI: 10.1039/B303670G
Citation: Org. Biomol. Chem., 2003,1, 2111-2119
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    Intramolecular carbolithiation reactions for the preparation of 3-alkenylpyrrolidines

    I. Coldham, K. N. Price and R. E. Rathmell, Org. Biomol. Chem., 2003, 1, 2111
    DOI: 10.1039/B303670G

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