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Iodobenzene-Catalyzed Intramolecular Oxidative Cyclization Reactions of δ-Alkynyl β-Ketoesters

Rodriguez, Arantxa and Moran, Wesley J. (2011) Iodobenzene-Catalyzed Intramolecular Oxidative Cyclization Reactions of δ-Alkynyl β-Ketoesters. Organic Letters, 13 (9). pp. 2220-2223. ISSN 15237060
Abstract

Iodobenzene is shown to catalyze the 5-exo-dig cyclization of δ-alkynyl β-ketoesters under oxidative conditions that generate hypervalent iodine species in situ. The cyclopentane products contain adjacent quaternary and tertiary stereocenters which are generated with excellent diastereoselectivity.

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https://eprints.hud.ac.uk/id/eprint/10097
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https://eprints.hud.ac.uk/id/eprint/10097
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https://eprints.hud.ac.uk/id/eprint/10097
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https://eprints.hud.ac.uk/id/eprint/10097
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https://eprints.hud.ac.uk/id/eprint/10097
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https://eprints.hud.ac.uk/id/eprint/10097
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https://eprints.hud.ac.uk/id/eprint/10097
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https://eprints.hud.ac.uk/id/eprint/10097
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https://eprints.hud.ac.uk/id/eprint/10097
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https://eprints.hud.ac.uk/id/eprint/10097
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https://eprints.hud.ac.uk/id/eprint/10097
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https://eprints.hud.ac.uk/id/eprint/10097
URI:
https://eprints.hud.ac.uk/id/eprint/10097
URI:
https://eprints.hud.ac.uk/id/eprint/10097
URI:
https://eprints.hud.ac.uk/id/eprint/10097
URI:
https://eprints.hud.ac.uk/id/eprint/10097
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https://eprints.hud.ac.uk/id/eprint/10097
URI:
https://eprints.hud.ac.uk/id/eprint/10097
URI:
https://eprints.hud.ac.uk/id/eprint/10097
URI:
https://eprints.hud.ac.uk/id/eprint/10097
URI:
https://eprints.hud.ac.uk/id/eprint/10097
URI:
https://eprints.hud.ac.uk/id/eprint/10097
URI:
https://eprints.hud.ac.uk/id/eprint/10097
URI:
https://eprints.hud.ac.uk/id/eprint/10097
URI:
https://eprints.hud.ac.uk/id/eprint/10097
Title:
Iodobenzene-Catalyzed Intramolecular Oxidative Cyclization Reactions of δ-Alkynyl β-Ketoesters
Creators:
Rodriguez, Arantxa and Moran, Wesley J.
Identification Number:
10.1021/ol200471w
Official URL:
http://dx.doi.org/10.1021/ol200471w
Date:
April 2011
Subjects:
Q Science > QD Chemistry
Schools:
School of Applied Sciences
Library
Item Type:
Article
Depositing User:
Graham Stone
Date Deposited:
11 Apr 2011 12:40
Revision:
12
Last Modified:
28 Aug 2021 11:05
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