Issue 12, 2003

Intramolecular carbolithiation reactions for the preparation of 3-alkenylpyrrolidines

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

Article information

Article type
Paper
Submitted
03 Apr 2003
Accepted
01 May 2003
First published
14 May 2003

Org. Biomol. Chem., 2003,1, 2111-2119

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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