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Chiral cyclopentadiene-mediated approach to enantioselective heterobimetallic Pauson–Khand reactions

Chiral cyclopentadiene-mediated approach to enantioselective heterobimetallic Pauson–Khand reactions
Chiral cyclopentadiene-mediated approach to enantioselective heterobimetallic Pauson–Khand reactions
When the dicobalt(hexacarbonyl) complex of N-(2-butynoyl)-4,4-dimethyloxazolidinone (1) is treated with chiral cyclopentadienyl (tricarbonyl)molybdenum anions, pairs of diastereomeric heterobimetallic (Co–Mo) complexes are obtained. In one instance, the two diastereomers have been separated by chromatography and they have been reacted with norbornadiene; each diastereomer leads with virtually complete stereocontrol to a single enantiomer of the endo Pauson–Khand cycloadduct 5.
0022-328X
358-362
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Paredes, Sergi
7e048f4c-30e9-492d-8b05-e31487c8402a
Pericàs, Miquel A.
ab4d878b-95c0-4b5a-85ca-a59aa20eb420
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Paredes, Sergi
7e048f4c-30e9-492d-8b05-e31487c8402a
Pericàs, Miquel A.
ab4d878b-95c0-4b5a-85ca-a59aa20eb420
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa

Rios, Ramon, Paredes, Sergi, Pericàs, Miquel A. and Moyano, Albert (2005) Chiral cyclopentadiene-mediated approach to enantioselective heterobimetallic Pauson–Khand reactions. Journal of Organometallic Chemistry, 690 (2), 358-362. (doi:10.1016/j.jorganchem.2004.09.046).

Record type: Article

Abstract

When the dicobalt(hexacarbonyl) complex of N-(2-butynoyl)-4,4-dimethyloxazolidinone (1) is treated with chiral cyclopentadienyl (tricarbonyl)molybdenum anions, pairs of diastereomeric heterobimetallic (Co–Mo) complexes are obtained. In one instance, the two diastereomers have been separated by chromatography and they have been reacted with norbornadiene; each diastereomer leads with virtually complete stereocontrol to a single enantiomer of the endo Pauson–Khand cycloadduct 5.

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Published date: 17 January 2005
Organisations: Chemistry

Identifiers

Local EPrints ID: 347995
URI: http://eprints.soton.ac.uk/id/eprint/347995
ISSN: 0022-328X
PURE UUID: dbfab2ae-16aa-470e-893e-7400cc4b036d
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521

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Date deposited: 05 Feb 2013 11:04
Last modified: 03 Dec 2019 01:38

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Contributors

Author: Ramon Rios ORCID iD
Author: Sergi Paredes
Author: Miquel A. Pericàs
Author: Albert Moyano

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