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Stereoselective synthesis of 2-dienyl-substituted pyrrolidines using an eta(4)-dienetricarbonyliron complex as the stereodirecting element: Elaboration to the pyrrolizidine skeleton

Williams, I., Kariuki, Benson ORCID: https://orcid.org/0000-0002-8658-3897, Reeves, K. and Cox, Liam R. 2006. Stereoselective synthesis of 2-dienyl-substituted pyrrolidines using an eta(4)-dienetricarbonyliron complex as the stereodirecting element: Elaboration to the pyrrolizidine skeleton. Organic Letters 8 (20) , pp. 4389-4392. 10.1021/ol061132l

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Abstract

Primary amines react with keto-aldehyde functionality located in the side-chain of an η4-dienetricarbonyliron complex to provide the corresponding pyrrolidines in excellent diastereoselectivity. Two of the pyrrolidine products, 1i and 1k, have been elaborated into pyrrolizidines using a 1,5-C−H insertion and radical cyclization strategy, respectively.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: American Chemical Society
ISSN: 1523-7060
Last Modified: 24 Oct 2022 11:11
URI: https://orca.cardiff.ac.uk/id/eprint/47240

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